Synthesis of 2-substituted 3-aroylindenes via palladium-catalyzed carbonylative cyclization of diethyl 2-(2-(1-alkynyl)phenyl)malonates with aryl halides

Xin-Hua Duan; Li-Na Guo; Hai-Peng Bi; Xue-Yuan Liu; Yong-Min Liang

doi:10.1021/ol061019v

Synthesis of 2-substituted 3-aroylindenes via palladium-catalyzed carbonylative cyclization of diethyl 2-(2-(1-alkynyl)phenyl)malonates with aryl halides

Org Lett. 2006 Jul 6;8(14):3053-6. doi: 10.1021/ol061019v.

Authors

Xin-Hua Duan¹, Li-Na Guo, Hai-Peng Bi, Xue-Yuan Liu, Yong-Min Liang

Affiliation

¹ State Key Laboratory of Applied Organic Chemistry, Lanzhou University, PR China.

PMID: 16805550
DOI: 10.1021/ol061019v

Abstract

[reaction: see text] The palladium-catalyzed reaction of readily accessible diethyl 2-(2-(1-alkynyl)phenyl)malonates with aryl halides under a balloon pressure of CO produced 2-substitued 3-aroylindenes in good yields. The reaction is believed to proceed via cyclization of the alkyne containing a proximate nucleophilic center promoted by an acylpalladium complex.