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Metal‐Free Radical Annulation‐Hydrofunctionalization of 1,6‐Enynes for Stereoselective Synthesis of ( E )‐1‐Indanones
Author(s) -
Wu YaNan,
Zhang TianShu,
Hao WenJuan,
Tu ShuJiang,
Jiang Bo
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000197
Subject(s) - chemistry , stereoselectivity , annulation , stereochemistry , substrate (aquarium) , combinatorial chemistry , conjugated system , radical cyclization , radical , functional group , organic chemistry , catalysis , oceanography , polymer , geology
Two metal‐free radical annulation‐hydrofunctionalization cascades of 1,6‐enynes have been established, enabling the complete stereoselectivity to access a wide range of functionalized ( E )‐1‐indanones with moderate to good yields. The reaction pathways involve in situ‐ generated P‐ or S ‐centered radical‐triggered α,β ‐conjugated addition/5‐ exo‐dig cyclization/H‐abstraction sequence, allowing direct and versatile protocols for stereoselective construction of 1‐indanone scaffolds with high functional group tolerance and wide substrate scope.