1453813-75-6Relevant academic research and scientific papers
One Pot Sequential Synthesis of N-[2-(Phenylsulfinyl)phenyl]acetamides: A Ring Opening Rearrangement Functionalization (RORF)
Behera, Ahalya,Rakshit, Amitava,Sahoo, Ashish K.,Patel, Bhisma K.
, p. 1154 - 1165 (2019)
A CuII catalyzed one-pot sequential synthesis of N-[2-(phenylthio)phenyl]acetamides from benzo[d]thiazol-2-amines, iodoarenes and carboxylic acids (RCOOH) has been accomplished via ring opening rearrangement functionalization (RORF). Here, the ring opening is associated with the loss of carbon and nitrogen atoms with concurrent S-arylation and N-acylation leading to ortho-bifunctionalized products. A further sequential addition of tert-butyl hydroperoxide (TBHP) results in the formation of a sulfur oxidized product, N-[2-(phenylsulfinyl)phenyl]acetamide. A plausible mechanism has been proposed for this unprecedented ring opening rearrangement functionalization (RORF).
The synthesis of 2-(Arylthio)arylcyanamides via copper-catalyzed domino intermolecular c-s cross-coupling reaction of 2-aminobenzothiazoles with aryl iodides
Shao, Yin-Lin,Zhang, Xiao-Hong,Han, Jiang-Sheng,Zhong, Ping
, p. 1137 - 1146 (2013/09/23)
A series of 2-(arylthio)arylcyanamide derivatives were obtained in excellent yields via a copper-catalyzed domino C-S cross-coupling of 2-aminobenzothiazoles with aryl iodides. This reaction occurred via an intermolecular C-S bond formation, associated with C-S bond cleavage, followed by an intermolecular S-arylation under ligand-free conditions. Their structures were unambiguously determined by the analytic tools, such as HRMS, 1H, and 13C NMR analysis.
