Premium
Metal‐Free Radical 5‐exo‐ dig Cyclizations of Phenol‐Linked 1,6‐Enynes for the Synthesis of Carbonylated Benzofurans
Author(s) -
Hu Ming,
Song RenJie,
Li JinHeng
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201408978
Subject(s) - chemistry , phenol , dig , bond cleavage , oxygen , cleavage (geology) , metal , radical , medicinal chemistry , oxygen atom , oxidative phosphorylation , stereochemistry , photochemistry , organic chemistry , catalysis , molecule , biochemistry , computer security , geotechnical engineering , fracture (geology) , computer science , engineering
A new metal‐free radical 5‐ exo ‐dig cyclization of phenol‐linked 1,6‐enynes with O 2 , 2,2,6,6‐tetramethyl‐1‐piperidinyloxy (TEMPO), and t BuONO is described. With this general method, carbonylated benzofurans can be accessed through incorporation of two oxygen atoms into the product from O 2 and TEMPO through dioxygen activation and oxidative cleavage of the NO bond, respectively.