Transition-Metal-Free Tandem Cyclization/N-Arylation Reaction: A Method To Access Biaryl Sultam Derivatives via a Diradical Pathway
ORGANIC LETTERS
Authors: Thorat, Vijaykumar H.; Hsieh, Jen-Chieh; Cheng, Chien-Hong
Abstract
A novel procedure for the transition-metal-free tandem cyclization/N-arylation reaction sequence of an aryne with a 1,2,3,4-benzothiatriazine-1,1-dioxide is reported. This reaction goes through the intramolecular homolytic cyclization to generate an N-H biaryl sultam intermediate, which enables aryne insertion to access diversely functionalized biaryl sultam derivatives with high yields. The mechanism study indicates that homolytic cyclization is executed by a diradical species, initiated from the thermal decomposition of 1,2,3,4-benzothiatriazine-1,1-dioxide to release a nitrogen molecule.
Synthetic approaches and applications of sulfonimidates
ORGANIC & BIOMOLECULAR CHEMISTRY
Authors: Matos, Priscilla Mendonca; Stockman, Robert A.
Abstract
This review article explores the synthesis of the organosulfur(vi) species named sulfonimidates, focusing on their synthesis from sulfur(ii), sulfur(iv) and sulfur(vi) reagents, and investigates their recent resurgeance in interest as intermediates to access other important organosulfur compounds. Sulfonimidates have been utilized as precursors for polymers, sulfoximine and sulfonimidamide drug candidates and as alkyl transfer reagents.