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Radical Cascade Cyclization: Reaction of 1,6‐Enynes with Aryl Radicals by Electron Catalysis
Author(s) -
Xuan Jun,
GonzalezAbradelo Dario,
Strassert Cristian Alejandro,
Daniliuc ConstantinGabriel,
Studer Armido
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601033
Subject(s) - chemistry , radical , catalysis , aryl , cascade , photochemistry , radical cyclization , cascade reaction , reaction mechanism , combinatorial chemistry , aryl radical , photoredox catalysis , transition metal , organic chemistry , photocatalysis , alkyl , chromatography
The radical cascade cyclization of various 1,6‐enynes with aryl radicals by electron catalysis under metal‐free reaction conditions was explored. Readily available anilines were used as radical precursors, and the reactions proceeded in the absence of any transition metal. These cascades comprise three C–C bond formations, which provide polycyclic structures with extended π‐systems. The photophysical properties of some of these novel compounds were investigated, and a plausible reaction mechanism is proposed.