TY - JOUR
T1 - Dual Photoredox/Gold Catalysis Arylative Cyclization of o-Alkynylphenols with Aryldiazonium Salts
T2 - A Flexible Synthesis of Benzofurans
AU - Xia, Zhonghua
AU - Khaled, Omar
AU - Mouriès-Mansuy, Virginie
AU - Ollivier, Cyril
AU - Fensterbank, Louis
N1 - Publisher Copyright:
© 2016 American Chemical Society.
PY - 2016/8/19
Y1 - 2016/8/19
N2 - A new method for the arylative cyclization of o-alkynylphenols with aryldiazonium salts via dual photoredox/gold catalysis is described. The reaction proceeds smoothly at room temperature in the absence of base and/or additives and offers an efficient approach to benzofuran derivatives. The scope of the transformation is wide, and the limitations are discussed. The reaction is proposed to proceed through a photoredox-promoted generation of a vinylgold(III) intermediate that undergoes reductive elimination to provide the heterocyclic coupling adduct.
AB - A new method for the arylative cyclization of o-alkynylphenols with aryldiazonium salts via dual photoredox/gold catalysis is described. The reaction proceeds smoothly at room temperature in the absence of base and/or additives and offers an efficient approach to benzofuran derivatives. The scope of the transformation is wide, and the limitations are discussed. The reaction is proposed to proceed through a photoredox-promoted generation of a vinylgold(III) intermediate that undergoes reductive elimination to provide the heterocyclic coupling adduct.
UR - http://www.scopus.com/inward/record.url?scp=84983348100&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.6b01060
DO - 10.1021/acs.joc.6b01060
M3 - Article
AN - SCOPUS:84983348100
SN - 0022-3263
VL - 81
SP - 7182
EP - 7190
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 16
ER -