Ni(ClO4)2-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones: A facile access to furo[3,4-b]indoles

Jieming Zhang; Zuliang Chen; Hai Hong Wu; Junliang Zhang

doi:10.1039/c2cc16918e

Ni(ClO₄)₂-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones: A facile access to furo[3,4-b]indoles

Jieming Zhang
, Zuliang Chen
, Hai Hong Wu^*
, Junliang Zhang

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
CAS - Shanghai Institute of Organic Chemistry

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

70 Scopus citations

Abstract

Ni(ClO₄)₂·6H₂O-catalysed regioselective and diastereoselective [3+2]-annulations of aryl oxiranyl-dicarboxylates and indoles via selective C–C bond cleavage of oxirane were revealed. The cycloadditions proceed smoothly with high regio- and diastereoselectivity under mild conditions leading to 1H-furo[3,4-b]indoles in good to excellent yields.

Original language	English
Pages (from-to)	1817-1819
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	12
DOIs	https://doi.org/10.1039/c2cc16918e
State	Published - 12 Jan 2012

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title = "Ni(ClO4)2-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones: A facile access to furo[3,4-b]indoles",

abstract = "Ni(ClO4)2·6H2O-catalysed regioselective and diastereoselective [3+2]-annulations of aryl oxiranyl-dicarboxylates and indoles via selective C–C bond cleavage of oxirane were revealed. The cycloadditions proceed smoothly with high regio- and diastereoselectivity under mild conditions leading to 1H-furo[3,4-b]indoles in good to excellent yields.",

author = "Jieming Zhang and Zuliang Chen and Wu, \{Hai Hong\} and Junliang Zhang",

year = "2012",

month = jan,

day = "12",

doi = "10.1039/c2cc16918e",

language = "英语",

volume = "48",

pages = "1817--1819",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "12",

}

TY - JOUR

T1 - Ni(ClO4)2-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones

T2 - A facile access to furo[3,4-b]indoles

AU - Zhang, Jieming

AU - Chen, Zuliang

AU - Wu, Hai Hong

AU - Zhang, Junliang

PY - 2012/1/12

Y1 - 2012/1/12

N2 - Ni(ClO4)2·6H2O-catalysed regioselective and diastereoselective [3+2]-annulations of aryl oxiranyl-dicarboxylates and indoles via selective C–C bond cleavage of oxirane were revealed. The cycloadditions proceed smoothly with high regio- and diastereoselectivity under mild conditions leading to 1H-furo[3,4-b]indoles in good to excellent yields.

AB - Ni(ClO4)2·6H2O-catalysed regioselective and diastereoselective [3+2]-annulations of aryl oxiranyl-dicarboxylates and indoles via selective C–C bond cleavage of oxirane were revealed. The cycloadditions proceed smoothly with high regio- and diastereoselectivity under mild conditions leading to 1H-furo[3,4-b]indoles in good to excellent yields.

UR - https://www.scopus.com/pages/publications/84855826828

U2 - 10.1039/c2cc16918e

DO - 10.1039/c2cc16918e

M3 - 文章

C2 - 22218397

AN - SCOPUS:84855826828

SN - 1359-7345

VL - 48

SP - 1817

EP - 1819

JO - Chemical Communications

JF - Chemical Communications

IS - 12

ER -

Ni(ClO₄)₂-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones: A facile access to furo[3,4-b]indoles

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