Cyclization reactions of methylthioacetanilides

Yu Jen Liao; Yi Lung Wu; Che Ping Chuang

doi:10.1016/S0040-4020(03)00486-1

Cyclization reactions of methylthioacetanilides

Yu Jen Liao, Yi Lung Wu, Che Ping Chuang

Department of Chemistry

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

40 Citations (Scopus)

Abstract

The cyclization reactions of methylthioacetanilides mediated by manganese(III) acetate and/or copper(II) acetate are described. Indolinones and indolinediones can be produced effectively via a 5-membered ring cyclization of methylthioacetanilides. The product distributions are highly dependent on the reaction conditions. In most cases, the electronic effect of the substituents on the aryl ring was found to significantly affect the yields of cyclization products. This cyclization reaction proceeded faster with manganese(III) acetate/copper(II) acetate.

Original language	English
Pages (from-to)	3511-3520
Number of pages	10
Journal	Tetrahedron
Volume	59
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4020(03)00486-1
Publication status	Published - 2003 May 5

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(03)00486-1

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title = "Cyclization reactions of methylthioacetanilides",

abstract = "The cyclization reactions of methylthioacetanilides mediated by manganese(III) acetate and/or copper(II) acetate are described. Indolinones and indolinediones can be produced effectively via a 5-membered ring cyclization of methylthioacetanilides. The product distributions are highly dependent on the reaction conditions. In most cases, the electronic effect of the substituents on the aryl ring was found to significantly affect the yields of cyclization products. This cyclization reaction proceeded faster with manganese(III) acetate/copper(II) acetate.",

author = "Liao, {Yu Jen} and Wu, {Yi Lung} and Chuang, {Che Ping}",

note = "Funding Information: We are grateful to the National Science Council of the ROC for financial support (Grant No. NSC-90-2113-M-006-014).",

year = "2003",

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doi = "10.1016/S0040-4020(03)00486-1",

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T1 - Cyclization reactions of methylthioacetanilides

AU - Liao, Yu Jen

AU - Wu, Yi Lung

AU - Chuang, Che Ping

N1 - Funding Information: We are grateful to the National Science Council of the ROC for financial support (Grant No. NSC-90-2113-M-006-014).

PY - 2003/5/5

Y1 - 2003/5/5

N2 - The cyclization reactions of methylthioacetanilides mediated by manganese(III) acetate and/or copper(II) acetate are described. Indolinones and indolinediones can be produced effectively via a 5-membered ring cyclization of methylthioacetanilides. The product distributions are highly dependent on the reaction conditions. In most cases, the electronic effect of the substituents on the aryl ring was found to significantly affect the yields of cyclization products. This cyclization reaction proceeded faster with manganese(III) acetate/copper(II) acetate.

AB - The cyclization reactions of methylthioacetanilides mediated by manganese(III) acetate and/or copper(II) acetate are described. Indolinones and indolinediones can be produced effectively via a 5-membered ring cyclization of methylthioacetanilides. The product distributions are highly dependent on the reaction conditions. In most cases, the electronic effect of the substituents on the aryl ring was found to significantly affect the yields of cyclization products. This cyclization reaction proceeded faster with manganese(III) acetate/copper(II) acetate.

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U2 - 10.1016/S0040-4020(03)00486-1

DO - 10.1016/S0040-4020(03)00486-1

M3 - Article

AN - SCOPUS:0037420869

SN - 0040-4020

VL - 59

SP - 3511

EP - 3520

JO - Tetrahedron

JF - Tetrahedron

IS - 19

ER -

Cyclization reactions of methylthioacetanilides

Abstract

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