Tag: M.W=150-200

Yao, Guangkai; Wang, Bing-Feng; Yang, Shuai; Zhang, Zhi-Xiang; Xu, Han-Hong; Tang, Ri-Yuan published the artcile< DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C-H sulfurization: a new route to 2-aminobenzothiazoles>, SDS of cas: 19241-24-8, the main research area is aryl isothiocyanate DMSO palladium bromide heterocyclization sulfurization tandem reaction; arylaminobenzothiazole preparation.

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition A subsequent intramol. C-H sulfurization catalyzed by PdBr2 enable accessed to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.

RSC Advances published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, SDS of cas: 19241-24-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Aponick, Aaron; Li, Chuan-Ying; Palmes, Jean A. published the artcile< Au-Catalyzed cyclization of monopropargylic triols: an expedient synthesis of monounsaturated spiroketals>, Computed Properties of 617-55-0, the main research area is spiroketal derivative preparation; monopropargylic triol preparation cyclization gold; gold cyclization catalyst.

The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-Bu)2(o-biphenyl)]Cl and AgOTf is employed in THF at 0 °C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

Organic Letters published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Computed Properties of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nawghare, Beena R.; Lokhande, Pradeep D. published the artcile< First iodine-catalyzed deallylation of reactive allyl methylene esters>, HPLC of Formula: 30095-98-8, the main research area is allyl methylene ester iodine catalyzed deallylation lactonization.

A C-allyl cleavage was developed using inexpensive and mild I2 in DMSO. A variety of compounds with active methylene groups were C-deallylated using this reagent. This method is efficient and operationally simple in comparison to the methods using transition-metal complexes.

Synthetic Communications published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, HPLC of Formula: 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Pogaku, Naresh; Krishna, Palakodety Radha; Prapurna, Y. Lakshmi published the artcile< Iodine-Mediated Nucleophilic Direct Oxidative α-Acetoxylation and α-Alkoxylation of Ketones>, SDS of cas: 94-02-0, the main research area is ketone ammonium acetate iodine catalyst oxidative acetoxylation green chem; oxo ethyl acetate preparation; methanol phenylethanone iodine catalyst oxidative alkoxylation green chem; methoxy phenylethanone preparation.

A general and facile approach for the direct α-functionalization of ketones mediated by iodine was developed. The operational simplicity, easily available starting materials, mild reaction conditions and tolerance of wide range of functional groups are the major benefits of the reaction.

ChemistrySelect published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, SDS of cas: 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Clark, J. Stephen; Fessard, Thomas C.; Wilson, Claire published the artcile< A Concise and Stereoselective Synthesis of the A-Ring Fragment of the Gambieric Acids>, Formula: C6H10O5, the main research area is asym synthesis gambieric acid ring fragment rearrangement oxonium ylide.

The A-ring fragment I of the gambieric acids has been prepared by a short and efficient route. The key 3(2H)-furanone intermediate has been obtained by [2,3] rearrangement of an allylic oxonium ylide generated from intramol. reaction of a crotyl ether with a copper carbenoid. A single stereogenic center has been set by using a chiral pool starting material and the other three have been established by using highly diastereoselective substrate-controlled transformations.

Organic Letters published new progress about Rearrangement ([2,3]-rearrangement). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sugimori, Akira; Tobita, Etsuo; Kumagai, Yasuyuki; Sato, Gen P. published the artcile< Multiple paths for photo-alkylation and -alkoxylation of 3-pyridinecarboxylic ester in alcohol. Simultaneous contribution of several kinds of excited states>, Electric Literature of 33402-75-4, the main research area is photochem alkylation alkoxylation pyridinecarboxylate.

UV irradiation of Me 3-pyridinecarboxylate (I) in acidic alc. solutions causes alkoxylation and alkylation at the pyridine ring. Photoalkylation occurs via several paths: 1) initiated by the triplet π-π* state; 2) initiated by the triplet n-π* state of the carbonyl moiety of the ester group; 3) initiated by an exciplex between a free-base form of I and a pyridinium form of I; and 4) promoted by Cl- ions. Photoalkoxylation originates from a singlet excited state of I. In the photoreactions of I in strongly acidic MeOH solutions acidified with H2SO4, 3 kinds of excited states (2 kinds of triplet states for alkylation and a singlet state for alkoxylation) contribute simultaneously.

Bulletin of the Chemical Society of Japan published new progress about Photochemical alkylation. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Electric Literature of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sartori, G.; Maggi, R. published the artcile< Carboxylic acid esters: product subclass 16: 3-heteroatom-substituted alkanoic acid esters>, COA of Formula: C6H10O5, the main research area is review heteroatom substituted alkanoic acid ester preparation organic synthesis; beta heteroatom substituted carboxylic acid ester preparation review.

A review of methods to prepare 3-heteroatom-substituted alkanoic acid esters.

Science of Synthesis published new progress about Carboxylic esters Role: SPN (Synthetic Preparation), PREP (Preparation) (β-heteroatom-substituted). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Jian; Wang, Xin; El-Harairy, Ahmed; Bai, Rongxian; Gu, Yanlong published the artcile< Bronsted acid-catalyzed facile synthesis of α-substituted N-arylaminoacetals and their downstream conversions to functionalized pyrroles>, Synthetic Route of 94-02-0, the main research area is glyoxal dimethyl acetal arylamine ketone Mannich Bronsted acid catalyst; aryl aminoacetal preparation dicarbonyl compound cyclization; pyrrole preparation.

The α-substituted N-arylaminoacetals RNHCH(CH(OCH3)2)CH2C(O)R1 (R = Ph, 3,4-difluorophenyl, 2-chlorophenyl, etc.; R1 = Me, Ph, thiophen-2-yl, etc.) are important building blocks for organic synthesis, which can be synthesized via Mannich reaction by using glyoxal di-Me acetal as a key precursor. As the acetal fragment was known to be susceptible to acid, in literature methods, the Mannich reaction was performed under either neutral or gently acidic conditions. As a result, only a few kinds of α-substituted N-arylaminoacetals have been synthesized via Mannich reaction until now. The Mannich adducts of glyoxal di-Me acetal, arylamines RNH2 and ketones CH3C(O)R1 are quite stable toward strong Bronsted acid. This led to use successfully p-toluenesulfonic acid as the acid catalyst to synthesize a broad range of α-substituted N-arylaminoacetals. The Mannich adducts could be obtained in good to excellent yields. Particularly, these products were demonstrated to be able to react with 1,3-dicarbonyl compounds R2C(O)CH2C(O)R3 [R2 = OCH3, Me, (4-methoxyphenyl)aminyl, etc.; R3 = H, Me, n-Bu, Ph, i-Pr] in the presence of Sc(OTf)3 catalyst. A special class of multi-substituted pyrroles I (R1 = Me, Ph) was thus synthesized and can be converted to some important heterocyclic compounds including Me 2,6-dimethyl-1-(4-methylphenyl)-5-phenyl-1H-indole-3-carboxylate and Me 5-formyl-2-methyl-1-(4-methylphenyl)-1H-pyrrole-3-carboxylate. Di-Me acetals of quinoline-2-carbaldehydes II (R4 = OCH3, H; R5 = H, OCH3; R6 = OCH3; R6R7 = -CH=CH-CH=CH-; R5R6 = -CH=CH-CH=CH-) were also synthesized via one-pot three-component reactions of glyoxal di-Me acetal, electron-rich anilines 3-R4-4-R5-5-R6-6-R7CHNH2 and acetone.

Molecular Catalysis published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Synthetic Route of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Delayre, Bastien; Piemontesi, Cyril; Wang, Qian; Zhu, Jieping published the artcile< TiCl3-Mediated Synthesis of 2,3,3-Trisubstituted Indolenines: Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (-)-Tubifoline>, Reference of 30095-98-8, the main research area is titanium chloride mediated synthesis indolenine; dehydroaspidospermidine total synthesis; condyfoline total synthesis; tubifoline total synthesis; 1,2-rearrangements; indole alkaloids; natural products; titanium trichloride; total synthesis.

2,3,3-Trisubstituted indolenine constitutes an integral part of many biol. important monoterpene indole alkaloids. We report herein an unprecedented access to this skeleton by a TiCl3-mediated reductive cyclization of tetrasubstituted alkenes bearing a 2-nitrophenyl substituent. The proof of concept is demonstrated firstly by accomplishing a concise total synthesis of (+)-1,2-dehydroaspidospermidine (I) featuring a late-stage application of this key transformation. A sequence of reduction of nitroarene to nitrosoarene followed by 6π-electron-5-atom electrocyclization and a 1,2-alkyl shift of the resulting nitrone intermediate was proposed to account for the reaction outcome. A subsequent total synthesis of (+)-condyfoline (II) not only illustrates the generality of the reaction, but also provides a mechanistic insight into the nature of the 1,2-alkyl shift. The exclusive formation of (+)-condyfoline indicates that the 1,2-alkyl migration follows a concerted Wagner-Meerwein pathway, rather than a stepwise retro-Mannich/Mannich reaction sequence. Conditions for almost quant. conversion of (+)-condyfoline to (-)-tubifoline (III) by way of a retro-Mannich/1,3-prototropy/transannular cyclization cascade are also documented.

Angewandte Chemie, International Edition published new progress about Biomimetic synthesis. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Reference of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Guo, Yinping; Mao, Xin; Xiong, Liang; Xia, Anjie; You, Jing; Lin, Guifeng; Wu, Chengyong; Huang, Luyi; Wang, Yiwei; Yang, Shengyong published the artcile< Structure-Guided Discovery of a Potent and Selective Cell-Active Inhibitor of SETDB1 Tudor Domain>, Synthetic Route of 252932-48-2, the main research area is cell active SETDB1 tudor domain inhibitor structure guided discovery; SETDB1; epigenetics; structure-based optimization; tool compound; tudor domain.

SET domain bifurcated protein 1 (SETDB1) is a histone lysine methyltransferase that promotes the silencing of some tumor suppressor genes and is overexpressed in many cancers. SETDB1 contains a unique tandem tudor domain (TTD) that recognizes histone H3 sequences containing both methylated and acetylated lysines. Beginning with the identification of a hit compound (Cpd1, I), we discovered the first potent and selective small mol. SETDB1-TTD inhibitor (R,R)-59 (II) through stepwise structure-guided optimization. (R,R)-59 showed a KD value of 0.088±0.045μM in the ITC assay. The high potency of (R,R)-59 was well explained by the cocrystal structure of the (R,R)-59-TTD complex. (R,R)-59 is an endogenous binder competitive inhibitor. Evidence has also demonstrated its cellular target engagement. Interestingly, the enantiomer (S,S)-59 did not show activity in all the assays, highlighting the potential of (R,R)-59 as a tool compound in exploring the biol. functions of SETDB1-TTD.

Angewandte Chemie, International Edition published new progress about Antitumor agents. 252932-48-2 belongs to class esters-buliding-blocks, and the molecular formula is C7H10N2O2, Synthetic Route of 252932-48-2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics