Palladium-Catalyzed Coupling Reaction of 3-Iodoindoles and 3-Iodobenzo[b]thiophene with Terminal Acetylenes

Takao Sakamoto; Tatsuo Nagano; Yoshinori Kondo; Hiroshi Yamanaka

doi:10.1248/cpb.36.2248

Palladium-Catalyzed Coupling Reaction of 3-Iodoindoles and 3-Iodobenzo[b]thiophene with Terminal Acetylenes

Takao Sakamoto, Tatsuo Nagano, Yoshinori Kondo, Hiroshi Yamanaka

PHA - Molecular Pharmaceutical Science

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

8 Citations (Scopus)

Abstract

The palladium-catalyzed coupling reaction of 3-iodoindoles possessing an electron-withdrawing group at the 1- or 2-position with terminal acetylenes smoothly proceeded to yield 3-ethynylindoles. Similarly, the reaction of 3-iodobenzo[b]thiophene gave the expected products, but the reaction of 3-bromobenzo[b]furan provided resinous materials.

Original language	English
Pages (from-to)	2248-2252
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	36
Issue number	6
DOIs	https://doi.org/10.1248/cpb.36.2248
Publication status	Published - 1988

Keywords

3-ethynylbenzo[b]thiophene
3-ethynylindole
3-iodobenzo[b]lthiophene
3-iodoindole
palladium-catalyzed reaction
terminal acetylene

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

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title = "Palladium-Catalyzed Coupling Reaction of 3-Iodoindoles and 3-Iodobenzo[b]thiophene with Terminal Acetylenes",

abstract = "The palladium-catalyzed coupling reaction of 3-iodoindoles possessing an electron-withdrawing group at the 1- or 2-position with terminal acetylenes smoothly proceeded to yield 3-ethynylindoles. Similarly, the reaction of 3-iodobenzo[b]thiophene gave the expected products, but the reaction of 3-bromobenzo[b]furan provided resinous materials.",

keywords = "3-ethynylbenzo[b]thiophene, 3-ethynylindole, 3-iodobenzo[b]lthiophene, 3-iodoindole, palladium-catalyzed reaction, terminal acetylene",

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

year = "1988",

doi = "10.1248/cpb.36.2248",

language = "English",

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pages = "2248--2252",

journal = "Chemical and Pharmaceutical Bulletin",

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T1 - Palladium-Catalyzed Coupling Reaction of 3-Iodoindoles and 3-Iodobenzo[b]thiophene with Terminal Acetylenes

AU - Sakamoto, Takao

AU - Nagano, Tatsuo

AU - Kondo, Yoshinori

AU - Yamanaka, Hiroshi

PY - 1988

Y1 - 1988

N2 - The palladium-catalyzed coupling reaction of 3-iodoindoles possessing an electron-withdrawing group at the 1- or 2-position with terminal acetylenes smoothly proceeded to yield 3-ethynylindoles. Similarly, the reaction of 3-iodobenzo[b]thiophene gave the expected products, but the reaction of 3-bromobenzo[b]furan provided resinous materials.

AB - The palladium-catalyzed coupling reaction of 3-iodoindoles possessing an electron-withdrawing group at the 1- or 2-position with terminal acetylenes smoothly proceeded to yield 3-ethynylindoles. Similarly, the reaction of 3-iodobenzo[b]thiophene gave the expected products, but the reaction of 3-bromobenzo[b]furan provided resinous materials.

KW - 3-ethynylbenzo[b]thiophene

KW - 3-ethynylindole

KW - 3-iodobenzo[b]lthiophene

KW - 3-iodoindole

KW - palladium-catalyzed reaction

KW - terminal acetylene

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DO - 10.1248/cpb.36.2248

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AN - SCOPUS:85010092114

SN - 0009-2363

VL - 36

SP - 2248

EP - 2252

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 6

ER -

Palladium-Catalyzed Coupling Reaction of 3-Iodoindoles and 3-Iodobenzo[b]thiophene with Terminal Acetylenes

Abstract

Keywords

ASJC Scopus subject areas

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