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

Ramesh, P. and Satyanarayana, G. (2019) Palladium-Catalyzed Aerobic Oxidative Coupling of ortho-(Alkynyl)styrenes with Allylic Alcohols via 6-endo-dig Cyclization: Regioselective Construction of Polysubstituted Naphthalenes. The Journal of Organic Chemistry. ISSN 0022-3263

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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.

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IITH Creators:
IITH CreatorsORCiD
Satyanarayana, GeduUNSPECIFIED
Item Type: Article
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 21 Aug 2019 04:35
Last Modified: 18 Feb 2022 09:31
URI: http://raiithold.iith.ac.in/id/eprint/5976
Publisher URL: http://doi.org/10.1021/acs.joc.9b01240
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