Reagent-Controlled Divergent Synthesis of 2-Amino-1,3-Benzoxazines and 2-Amino-1,3-Benzothiazines was written by Putta, V. P. Rama Kishore;Vodnala, Nagaraju;Gujjarappa, Raghuram;Tyagi, Ujjawal;Garg, Aakriti;Gupta, Sreya;Pujar, Prasad Pralhad;Malakar, Chandi C.. And the article was included in Journal of Organic Chemistry in 2020.Reference of 2253-73-8 The following contents are mentioned in the article:
A reagent-controlled chemoselective process has been devised for the synthesis of 4H-1,3-benzoxazines and related biol. important heterocycles in high yields under mild conditions. These scaffolds could be efficiently constructed using two different chemoselective reactions that rely on the choice of reagents and reaction conditions. The treatment of various 2-amino-arylalkyl alcs. with isothiocyanates afforded thiourea intermediates, which were reacted in situ with mol. iodine in the presence of triethylamine to give 2-amino-4H-1,3-benzoxazines, whereas the corresponding 2-amino-4H-1,3-benzothiazines were obtained by the reaction of thiourea intermediates in the presence of T3P (a mild cyclodehydrating agent) and triethylamine as the base. The described protocol represents the first example for the synthesis of 4H-1,3-benzoxazines via the dehydrosulfurization method using mol. iodine as the reagent. This study involved multiple reactions and reactants, such as Isopropylisothiocyanate (cas: 2253-73-8Reference of 2253-73-8).
Isopropylisothiocyanate (cas: 2253-73-8) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Reference of 2253-73-8
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics