Ham, Jin Su; Park, Bohyun; Son, Mina; Roque, Jose B.; Jurczyk, Justin; Yeung, Charles S.; Baik, Mu-Hyun; Sarpong, Richmond published the artcile< C-H/C-C Functionalization Approach to N-Fused Heterocycles from Saturated Azacycles>, SDS of cas: 112-63-0, the main research area is indolizidine preparation diastereoselective; hydroxy lactam preparation diastereoselective rhodium catalyst; ketoamide preparation Norrish Yang photochem.
The synthesis of substituted indolizidines and related N-fused bicycles e.g., 1R,2S,8aS/1R,2R,8aS-I from simple phenyl(2-piperidinyl)methanone hydrochloride through sequential C-H and C-C bond functionalizations was reported. Inspired by the Norrish-Yang Type II reaction, C-H functionalization of azacycles is achieved by forming α-hydroxy-β-lactams e.g., II from precursor α-ketoamide derivatives RC(O)C(O)C6H5 (R = piperidin-1-yl, morpholin-4-yl, 3-azaspiro[5.5]undecan-3-yl, etc.) under mild, visible light conditions. Selective cleavage of the distal C(sp2)-C(sp3) bond in α-hydroxy-β-lactams e.g., II using a Rh-complex leads to α-acyl intermediates which undergo sequential Rh-catalyzed decarbonylation, 1,4-addition to an electrophile, and aldol cyclization, to afford N-fused bicycles including indolizidines. Computational studies provide mechanistic insight into the observed positional selectivity of C-C cleavage, which depends strongly on the groups bound to Rh trans to the phosphine ligand.
Journal of the American Chemical Society published new progress about 1,4-Addition reaction. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, SDS of cas: 112-63-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics