Regioselective synthesis of substituted imidate N-[1- methyleneisobenzofuran-3(1H)-ylidene]benzenamines via palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene

Ze Yi Yan; Cun Min Tan; Xue Wang; Fei Li; Guo Lin Gao; Xi Meng Chen; Wang Suo Wu; Jian Jun Wang

doi:10.1055/s-0030-1260973

Regioselective synthesis of substituted imidate N-[1- methyleneisobenzofuran-3(1H)-ylidene]benzenamines via palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene

Ze Yi Yan^*
, Cun Min Tan
, Xue Wang
, Fei Li
, Guo Lin Gao
, Xi Meng Chen
, Wang Suo Wu
, Jian Jun Wang

^*Corresponding author for this work

Lanzhou University

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

22 Scopus citations

Abstract

A variety of substituted imidate N-[1-methyleneisobenzofuran-3(1H)-ylidene] benzenamines have been prepared in good to excellent yields by the palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene. The products obtained from this process were unusual substituted N-[isobenzofuran-3(1H)-ylidene]benzenamines. The tandem cyclization of readily available o-(1-alkynyl)benzamides and aryl iodides provided a powerful tool for the preparation of functionally substituted N-[isobenzofuran-3(1H)-ylidene] benzenamine compounds.

Original language	English
Pages (from-to)	1863-1870
Number of pages	8
Journal	Synlett
Issue number	13
DOIs	https://doi.org/10.1055/s-0030-1260973
State	Published - 2011
Externally published	Yes

Keywords

iodobenzene
isobenzofuran
o-(1-alkynyl)benzamide
palladium catalysis
tandem

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10.1055/s-0030-1260973

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@article{bf9759fd88d74f4ea71ba3ddc8a46a3a,

title = "Regioselective synthesis of substituted imidate N-[1- methyleneisobenzofuran-3(1H)-ylidene]benzenamines via palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene",

abstract = "A variety of substituted imidate N-[1-methyleneisobenzofuran-3(1H)-ylidene] benzenamines have been prepared in good to excellent yields by the palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene. The products obtained from this process were unusual substituted N-[isobenzofuran-3(1H)-ylidene]benzenamines. The tandem cyclization of readily available o-(1-alkynyl)benzamides and aryl iodides provided a powerful tool for the preparation of functionally substituted N-[isobenzofuran-3(1H)-ylidene] benzenamine compounds.",

keywords = "iodobenzene, isobenzofuran, o-(1-alkynyl)benzamide, palladium catalysis, tandem",

author = "Yan, \{Ze Yi\} and Tan, \{Cun Min\} and Xue Wang and Fei Li and Gao, \{Guo Lin\} and Chen, \{Xi Meng\} and Wu, \{Wang Suo\} and Wang, \{Jian Jun\}",

year = "2011",

doi = "10.1055/s-0030-1260973",

language = "英语",

pages = "1863--1870",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "13",

}

TY - JOUR

T1 - Regioselective synthesis of substituted imidate N-[1- methyleneisobenzofuran-3(1H)-ylidene]benzenamines via palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene

AU - Yan, Ze Yi

AU - Tan, Cun Min

AU - Wang, Xue

AU - Li, Fei

AU - Gao, Guo Lin

AU - Chen, Xi Meng

AU - Wu, Wang Suo

AU - Wang, Jian Jun

PY - 2011

Y1 - 2011

N2 - A variety of substituted imidate N-[1-methyleneisobenzofuran-3(1H)-ylidene] benzenamines have been prepared in good to excellent yields by the palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene. The products obtained from this process were unusual substituted N-[isobenzofuran-3(1H)-ylidene]benzenamines. The tandem cyclization of readily available o-(1-alkynyl)benzamides and aryl iodides provided a powerful tool for the preparation of functionally substituted N-[isobenzofuran-3(1H)-ylidene] benzenamine compounds.

AB - A variety of substituted imidate N-[1-methyleneisobenzofuran-3(1H)-ylidene] benzenamines have been prepared in good to excellent yields by the palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene. The products obtained from this process were unusual substituted N-[isobenzofuran-3(1H)-ylidene]benzenamines. The tandem cyclization of readily available o-(1-alkynyl)benzamides and aryl iodides provided a powerful tool for the preparation of functionally substituted N-[isobenzofuran-3(1H)-ylidene] benzenamine compounds.

KW - iodobenzene

KW - isobenzofuran

KW - o-(1-alkynyl)benzamide

KW - palladium catalysis

KW - tandem

UR - https://www.scopus.com/pages/publications/79961128141

U2 - 10.1055/s-0030-1260973

DO - 10.1055/s-0030-1260973

M3 - 文章

AN - SCOPUS:79961128141

SN - 0936-5214

SP - 1863

EP - 1870

JO - Synlett

JF - Synlett

IS - 13

ER -

Regioselective synthesis of substituted imidate N-[1- methyleneisobenzofuran-3(1H)-ylidene]benzenamines via palladium-catalyzed tandem heteroannulation of o-(1-alkynyl)benzamides with iodobenzene

Abstract

Keywords

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