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Metal‐Free Oxidative Annulation/Cyclization of 1,6‐Enynes for the Synthesis of 4‐Carbonylquinolines
Author(s) -
Xia XiaoFeng,
He Wei,
Wang Dawei
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900013
Subject(s) - annulation , chemistry , oxidative phosphorylation , combinatorial chemistry , radical , nitrite , photochemistry , organic chemistry , catalysis , biochemistry , nitrate
Herein we report on the development of a metal‐free oxidative annulation reaction of 1,6‐enynes, leading to 4‐carbonylquinolines by using dioxygen as a green sustainable oxidant. Key advances include the use of readily available tert ‐butyl nitrite (TBN) to promote radical annulation of 1,6‐enynes and easy‐to‐handle reaction conditions. Preliminary mechanistic studies including radical capture reactions and isotope labelling experiments are also conducted.