Catalytic Arylsulfonyl Radical Triggered 1,7-Enyne Bicyclizations
dataset
posted on 2015-12-18, 00:00 authored by Yi-Long Zhu, Bo Jiang, Wen-Juan Hao, Jiang-Kai Qiu, Jun Sun, De-Cai Wang, Ping Wei, Ai-Fang Wang, Guigen Li, Shu-Jiang TuA new metal-free bicyclization reaction
of 1,7-enynes anchored
by α,β-conjugates with arylsulfonyl radicals generated
in situ from sulfonyl hydrazides has been established using tert-butyl hydroperoxide and tetrabutylammonium iodide.
The reactions occurred through sulfonylation/6-exo-dig/6-exo-trig bicyclization/in situ desulfonylation/5-exo-trig cyclization/alkyl or alkenyl migration cascade mechanism
to give benzo[j]phenanthridines regioselectively.
