Palladium-Catalyzed Aerobic Oxidative Coupling of ortho-(Alkynyl)styrenes with Allylic Alcohols via 6-endo-dig Cyclization: Regioselective Construction of Polysubstituted Naphthalenes.

Author(s) Ramesh, P.; Satyanarayana, G.
Journal J Org Chem
Date Published 2019 Aug 15
Abstract

An efficient protocol is described for the regioselective construction of polysubstituted functionalized naphthalenes from easily accessible ortho-(alkynyl)styrenes under mild reaction conditions. The reaction proceeds via cycloaromatization and intermolecular coupling of ortho-(alkynyl)styrenes with allylic alcohols catalyzed by PdCl2. Notably, the reaction is successful under open air as the green oxidant source. A range of functional groups (F, Cl, Br, NO2, and ester) including protecting free OH groups was found to be compatible.

DOI 10.1021/acs.joc.9b01240
ISSN 1520-6904
Citation Ramesh P, Satyanarayana G. Palladium-Catalyzed Aerobic Oxidative Coupling of ortho-(Alkynyl)styrenes with Allylic Alcohols via 6-endo-dig Cyclization: Regioselective Construction of Polysubstituted Naphthalenes. J Org Chem. 2019.