Transition-Metal-Free Tandem Cyclization/N-Arylation Reaction: A Method To Access Biaryl Sultam Derivatives via a
Vijaykumar H Thorat1,2, Jen-Chieh Hsieh1, Chien-Hong Cheng2
1Department of Chemistry, Tamkang University, New Taipei City 25137, Taiwan (R.O.C.).
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.
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