Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide

Yoshinori Kondo; Futoshi Shiga; Naoko Murata; Takao Sakamoto; Hiroshi Yamanaka

doi:10.1016/S0040-4020(01)89295-4

Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide

Yoshinori Kondo, Futoshi Shiga, Naoko Murata, Takao Sakamoto, Hiroshi Yamanaka

PHA - Molecular Pharmaceutical Science

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

156 Citations (Scopus)

Abstract

The palladium-catalyzed reaction of 2-alkynylanilines and 2-alkynylphenols in the presence of carbon monoxide and methanol under basic conditions gave the sequential cyclization / carbonylation products, methyl 2-substituted indole and benzo[b]-furan-3-carboxylates. Similar reaction of 2-alkynylbenzamides gave 3-alkylidenisoindole derivatives.

Original language	English
Pages (from-to)	11803-11812
Number of pages	10
Journal	Tetrahedron
Volume	50
Issue number	41
DOIs	https://doi.org/10.1016/S0040-4020(01)89295-4
Publication status	Published - 1994

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide",

abstract = "The palladium-catalyzed reaction of 2-alkynylanilines and 2-alkynylphenols in the presence of carbon monoxide and methanol under basic conditions gave the sequential cyclization / carbonylation products, methyl 2-substituted indole and benzo[b]-furan-3-carboxylates. Similar reaction of 2-alkynylbenzamides gave 3-alkylidenisoindole derivatives.",

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year = "1994",

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AU - Kondo, Yoshinori

AU - Shiga, Futoshi

AU - Murata, Naoko

AU - Sakamoto, Takao

AU - Yamanaka, Hiroshi

PY - 1994

Y1 - 1994

N2 - The palladium-catalyzed reaction of 2-alkynylanilines and 2-alkynylphenols in the presence of carbon monoxide and methanol under basic conditions gave the sequential cyclization / carbonylation products, methyl 2-substituted indole and benzo[b]-furan-3-carboxylates. Similar reaction of 2-alkynylbenzamides gave 3-alkylidenisoindole derivatives.

AB - The palladium-catalyzed reaction of 2-alkynylanilines and 2-alkynylphenols in the presence of carbon monoxide and methanol under basic conditions gave the sequential cyclization / carbonylation products, methyl 2-substituted indole and benzo[b]-furan-3-carboxylates. Similar reaction of 2-alkynylbenzamides gave 3-alkylidenisoindole derivatives.

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U2 - 10.1016/S0040-4020(01)89295-4

DO - 10.1016/S0040-4020(01)89295-4

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JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

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ER -

Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide

Abstract

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