Palladium-catalyzed indole and benzofuran ring formation accompanying carbonylation

Yoshinori Kondo; Takao Sakamoto; Hiroshi Yamanaka

Palladium-catalyzed indole and benzofuran ring formation accompanying carbonylation

Yoshinori Kondo, Takao Sakamoto, Hiroshi Yamanaka

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

70 Citations (Scopus)

Abstract

The reaction of 2-(1-hexynyl)aniline with carbon monoxide in methanol under basic conditions is promoted by the catalytic action of palladium dichloride to give methyl 2-butylindole-3-carboxylate. Similarly, the reaction of 2-(1-hexynyl)-phenol under the same conditions gives methyl 2-butylbenzofuran-3-carboxylate. The carbonylative cyclization mentioned above is successful with the corresponding 2-phenylethynyl derivatives of aniline and phenol.

Original language	English
Pages (from-to)	1013-1016
Number of pages	4
Journal	Heterocycles
Volume	29
Issue number	6
Publication status	Published - 1989 Jun 1

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Palladium-catalyzed indole and benzofuran ring formation accompanying carbonylation",

abstract = "The reaction of 2-(1-hexynyl)aniline with carbon monoxide in methanol under basic conditions is promoted by the catalytic action of palladium dichloride to give methyl 2-butylindole-3-carboxylate. Similarly, the reaction of 2-(1-hexynyl)-phenol under the same conditions gives methyl 2-butylbenzofuran-3-carboxylate. The carbonylative cyclization mentioned above is successful with the corresponding 2-phenylethynyl derivatives of aniline and phenol.",

author = "Yoshinori Kondo and Takao Sakamoto and Hiroshi Yamanaka",

year = "1989",

month = jun,

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language = "English",

volume = "29",

pages = "1013--1016",

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T1 - Palladium-catalyzed indole and benzofuran ring formation accompanying carbonylation

AU - Kondo, Yoshinori

AU - Sakamoto, Takao

AU - Yamanaka, Hiroshi

PY - 1989/6/1

Y1 - 1989/6/1

N2 - The reaction of 2-(1-hexynyl)aniline with carbon monoxide in methanol under basic conditions is promoted by the catalytic action of palladium dichloride to give methyl 2-butylindole-3-carboxylate. Similarly, the reaction of 2-(1-hexynyl)-phenol under the same conditions gives methyl 2-butylbenzofuran-3-carboxylate. The carbonylative cyclization mentioned above is successful with the corresponding 2-phenylethynyl derivatives of aniline and phenol.

AB - The reaction of 2-(1-hexynyl)aniline with carbon monoxide in methanol under basic conditions is promoted by the catalytic action of palladium dichloride to give methyl 2-butylindole-3-carboxylate. Similarly, the reaction of 2-(1-hexynyl)-phenol under the same conditions gives methyl 2-butylbenzofuran-3-carboxylate. The carbonylative cyclization mentioned above is successful with the corresponding 2-phenylethynyl derivatives of aniline and phenol.

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M3 - Article

AN - SCOPUS:0001153819

VL - 29

SP - 1013

EP - 1016

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 6

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