One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

Teruhiko Ishikawa; Tadashi Miyahara; Mami Asakura; Shuichi Higuchi; Yayoi Miyauchi; Seiki Saito

doi:10.1021/ol047540b

One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

Teruhiko Ishikawa, Tadashi Miyahara, Mami Asakura, Shuichi Higuchi, Yayoi Miyauchi, Seiki Saito

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

45 Citations (Scopus)

Abstract

(Chemical Equation Presented) A novel method for synthesizing 4-acetoxy-2-amino-3-arylbenzofurans (4) from 1-aryl-2-nitroethylenes (1) and cyclohexane-1,3-diones (2) is described. The method features one-pot operation of a solution of 1 and 2 in THF with catalytic Et₃N (rt, 12 h) followed with Ac₂O, Et₃N, and DMAP (rt, 5 h), although the process consists of 13 elementary reactions.

Original language	English
Pages (from-to)	1211-1214
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	7
DOIs	https://doi.org/10.1021/ol047540b
Publication status	Published - Mar 31 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol047540b

Cite this

@article{d5f75ed4db3f4e71b14f8e93694c8d90,

title = "One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones",

abstract = "(Chemical Equation Presented) A novel method for synthesizing 4-acetoxy-2-amino-3-arylbenzofurans (4) from 1-aryl-2-nitroethylenes (1) and cyclohexane-1,3-diones (2) is described. The method features one-pot operation of a solution of 1 and 2 in THF with catalytic Et3N (rt, 12 h) followed with Ac2O, Et3N, and DMAP (rt, 5 h), although the process consists of 13 elementary reactions.",

author = "Teruhiko Ishikawa and Tadashi Miyahara and Mami Asakura and Shuichi Higuchi and Yayoi Miyauchi and Seiki Saito",

year = "2005",

month = mar,

day = "31",

doi = "10.1021/ol047540b",

language = "English",

volume = "7",

pages = "1211--1214",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

AU - Ishikawa, Teruhiko

AU - Miyahara, Tadashi

AU - Asakura, Mami

AU - Higuchi, Shuichi

AU - Miyauchi, Yayoi

AU - Saito, Seiki

PY - 2005/3/31

Y1 - 2005/3/31

N2 - (Chemical Equation Presented) A novel method for synthesizing 4-acetoxy-2-amino-3-arylbenzofurans (4) from 1-aryl-2-nitroethylenes (1) and cyclohexane-1,3-diones (2) is described. The method features one-pot operation of a solution of 1 and 2 in THF with catalytic Et3N (rt, 12 h) followed with Ac2O, Et3N, and DMAP (rt, 5 h), although the process consists of 13 elementary reactions.

AB - (Chemical Equation Presented) A novel method for synthesizing 4-acetoxy-2-amino-3-arylbenzofurans (4) from 1-aryl-2-nitroethylenes (1) and cyclohexane-1,3-diones (2) is described. The method features one-pot operation of a solution of 1 and 2 in THF with catalytic Et3N (rt, 12 h) followed with Ac2O, Et3N, and DMAP (rt, 5 h), although the process consists of 13 elementary reactions.

UR - http://www.scopus.com/inward/record.url?scp=17444402508&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=17444402508&partnerID=8YFLogxK

U2 - 10.1021/ol047540b

DO - 10.1021/ol047540b

M3 - Article

C2 - 15787469

AN - SCOPUS:17444402508

SN - 1523-7060

VL - 7

SP - 1211

EP - 1214

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this