Regioselective synthesis of highly functionalized 3-spiropyrrolidine/ pyrrolizidine oxindoles and acenaphthenones via one-pot four-component [3+2] cycloaddition

Kai Zhao; Song Lei Zhu; Da Qing Shi; Xiao Ping Xu; Shun Jun Ji

doi:10.1055/s-0029-1218731

Regioselective synthesis of highly functionalized 3-spiropyrrolidine/ pyrrolizidine oxindoles and acenaphthenones via one-pot four-component [3+2] cycloaddition

Kai Zhao, Song Lei Zhu, Da Qing Shi, Xiao Ping Xu, Shun Jun Ji

Soochow University

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

30 Scopus citations

Abstract

A facile and efficient entry into highly functionalized 3-spiropyrrolidine oxindoles and 3-spiropyrrolizidine oxindoles, as well as to 3-spiropyrrolidine acenaphthenones via one-pot four-component reactions of 3-cyanoacetylindoles, aldehydes, isatin/acenaphthylene-1,2-dione and amino acid has been developed. Particularly valuable features of this method include high yields of products, broad substrate scope and a straightforward procedure.

Original language	English
Article number	F01010SS
Pages (from-to)	1793-1803
Number of pages	11
Journal	Synthesis (Germany)
Issue number	11
DOIs	https://doi.org/10.1055/s-0029-1218731
State	Published - 2010
Externally published	Yes

Keywords

Indole-containing heterocycles
Multicomponent [3+2] cycloaddition
One-pot synthesis
Spirooxindoles

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10.1055/s-0029-1218731

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title = "Regioselective synthesis of highly functionalized 3-spiropyrrolidine/ pyrrolizidine oxindoles and acenaphthenones via one-pot four-component [3+2] cycloaddition",

abstract = "A facile and efficient entry into highly functionalized 3-spiropyrrolidine oxindoles and 3-spiropyrrolizidine oxindoles, as well as to 3-spiropyrrolidine acenaphthenones via one-pot four-component reactions of 3-cyanoacetylindoles, aldehydes, isatin/acenaphthylene-1,2-dione and amino acid has been developed. Particularly valuable features of this method include high yields of products, broad substrate scope and a straightforward procedure.",

keywords = "Indole-containing heterocycles, Multicomponent [3+2] cycloaddition, One-pot synthesis, Spirooxindoles",

author = "Kai Zhao and Zhu, {Song Lei} and Shi, {Da Qing} and Xu, {Xiao Ping} and Ji, {Shun Jun}",

year = "2010",

doi = "10.1055/s-0029-1218731",

language = "英语",

pages = "1793--1803",

journal = "Synthesis (Germany)",

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T1 - Regioselective synthesis of highly functionalized 3-spiropyrrolidine/ pyrrolizidine oxindoles and acenaphthenones via one-pot four-component [3+2] cycloaddition

AU - Zhao, Kai

AU - Zhu, Song Lei

AU - Shi, Da Qing

AU - Xu, Xiao Ping

AU - Ji, Shun Jun

PY - 2010

Y1 - 2010

N2 - A facile and efficient entry into highly functionalized 3-spiropyrrolidine oxindoles and 3-spiropyrrolizidine oxindoles, as well as to 3-spiropyrrolidine acenaphthenones via one-pot four-component reactions of 3-cyanoacetylindoles, aldehydes, isatin/acenaphthylene-1,2-dione and amino acid has been developed. Particularly valuable features of this method include high yields of products, broad substrate scope and a straightforward procedure.

AB - A facile and efficient entry into highly functionalized 3-spiropyrrolidine oxindoles and 3-spiropyrrolizidine oxindoles, as well as to 3-spiropyrrolidine acenaphthenones via one-pot four-component reactions of 3-cyanoacetylindoles, aldehydes, isatin/acenaphthylene-1,2-dione and amino acid has been developed. Particularly valuable features of this method include high yields of products, broad substrate scope and a straightforward procedure.

KW - Indole-containing heterocycles

KW - Multicomponent [3+2] cycloaddition

KW - One-pot synthesis

KW - Spirooxindoles

UR - http://www.scopus.com/inward/record.url?scp=77952753499&partnerID=8YFLogxK

U2 - 10.1055/s-0029-1218731

DO - 10.1055/s-0029-1218731

M3 - 文章

AN - SCOPUS:77952753499

SN - 0039-7881

SP - 1793

EP - 1803

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 11

M1 - F01010SS

ER -

Regioselective synthesis of highly functionalized 3-spiropyrrolidine/ pyrrolizidine oxindoles and acenaphthenones via one-pot four-component [3+2] cycloaddition

Abstract

Keywords

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