Stereoselective synthesis of highly functionalized indanes and dibenzocycloheptadienes through complex radical cascade reactions.
@article{Kong2015StereoselectiveSO, title={Stereoselective synthesis of highly functionalized indanes and dibenzocycloheptadienes through complex radical cascade reactions.}, author={Wangqing Kong and Noelia Fuentes and Andr{\'e}s Garc{\'i}a-Dom{\'i}nguez and Est{\'i}baliz Merino and Cristina Nevado}, journal={Angewandte Chemie}, year={2015}, volume={54 8}, pages={ 2487-91 } }
Two highly stereoselective radical-mediated syntheses of densely functionalized indanes and dibenzocycloheptadienes from ortho-vinyl- and ortho-vinylaryl-substituted N-(arylsulfonyl)-acrylamides, respectively, are presented here. The chemoselective addition of in situ generated radicals (X(·)) onto the styrene moieties triggers an unprecedented reaction cascade, resulting in the formation of one new C-X bond and two new C-C bonds, a formal 1,4-aryl migration, and the extrusion of SO2 to…
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