22978-26-3Relevant articles and documents
Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions
Bai, Jin,Yan, Sijia,Zhang, Zhuxia,Guo, Zhen,Zhou, Cong-Ying
, p. 4843 - 4848 (2021/06/28)
A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.
Benzylic metallation of thiobenzamides and thionaphthamides
Ach, David,Reboul, Vincent,Metzner, Patrick
, p. 2573 - 2586 (2007/10/03)
Various secondary thiobenzamides and thionaphthamides have been prepared, and features of their conformations [orthogonality of the arene and thioamide planes, (Z) geometries in solution etc.] have been determined. Deprotonation with sec-butyllithium selectively provided either the monoanion or the dianion, according to the stoichiometry of the base. The monoanion reacted with soft electrophiles (alkyl halides) through the sulfur atom and with hard electrophiles (acyl halides) through the nitrogen centre. Formation of the dianion, more reactive than the thioamide anionic moiety, allowed reaction at the benzylic centre. Addition of electrophiles allowed selective formation of C-C or C-X bonds. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.