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

144 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

Access to Document

10.1016/S0040-4020(01)89295-4

Fingerprint Dive into the research topics of 'Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide'. Together they form a unique fingerprint.

Cite this

@article{529adbefdff943618dda9409b608091a,

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.",

author = "Yoshinori Kondo and Futoshi Shiga and Naoko Murata and Takao Sakamoto and Hiroshi Yamanaka",

year = "1994",

doi = "10.1016/S0040-4020(01)89295-4",

language = "English",

volume = "50",

pages = "11803--11812",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "41",

}

TY - JOUR

T1 - Condensed heteroaromatic ring systems. XXIV. Palladium-catalyzed cyclization of 2-substituted phenylacetylenes in the presence of carbon monoxide

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.

UR - http://www.scopus.com/inward/record.url?scp=0028094766&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0028094766&partnerID=8YFLogxK

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

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

M3 - Article

AN - SCOPUS:0028094766

VL - 50

SP - 11803

EP - 11812

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 41

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this