Synthesis of 3-(hydroxymethyl)-3-indol-3'-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin

Changcheng Jing; Dong Xing; Chengjin Wang; Wenhao Hu

doi:10.1016/j.tet.2015.02.053

Synthesis of 3-(hydroxymethyl)-3-indol-3'-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin

Changcheng Jing
, Dong Xing^*
, Chengjin Wang
, Wenhao Hu

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

16 Scopus citations

Abstract

An efficient rhodium(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin was reported. With this transformation, a series of 3-(hydroxymethyl)-3-indol-3′-yloxindoles were easily afforded in good to excellent yields. The resulted 3-(hydroxymethyl)-3-indol-3′-yloxindole could be easily converted to the key intermediate for the total synthesis of gliocladin C.

Original language	English
Pages (from-to)	3597-3602
Number of pages	6
Journal	Tetrahedron
Volume	71
Issue number	22
DOIs	https://doi.org/10.1016/j.tet.2015.02.053
State	Published - 3 Jun 2015

Keywords

Aldol addition
Carbene
Mixed 3,3′-bisindole
Multi-component reaction
Zwitterion

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10.1016/j.tet.2015.02.053

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title = "Synthesis of 3-(hydroxymethyl)-3-indol-3'-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin",

abstract = "An efficient rhodium(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin was reported. With this transformation, a series of 3-(hydroxymethyl)-3-indol-3′-yloxindoles were easily afforded in good to excellent yields. The resulted 3-(hydroxymethyl)-3-indol-3′-yloxindole could be easily converted to the key intermediate for the total synthesis of gliocladin C.",

keywords = "Aldol addition, Carbene, Mixed 3,3′-bisindole, Multi-component reaction, Zwitterion",

author = "Changcheng Jing and Dong Xing and Chengjin Wang and Wenhao Hu",

year = "2015",

month = jun,

day = "3",

doi = "10.1016/j.tet.2015.02.053",

language = "英语",

volume = "71",

pages = "3597--3602",

journal = "Tetrahedron",

issn = "0040-4020",

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TY - JOUR

T1 - Synthesis of 3-(hydroxymethyl)-3-indol-3'-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin

AU - Jing, Changcheng

AU - Xing, Dong

AU - Wang, Chengjin

AU - Hu, Wenhao

PY - 2015/6/3

Y1 - 2015/6/3

N2 - An efficient rhodium(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin was reported. With this transformation, a series of 3-(hydroxymethyl)-3-indol-3′-yloxindoles were easily afforded in good to excellent yields. The resulted 3-(hydroxymethyl)-3-indol-3′-yloxindole could be easily converted to the key intermediate for the total synthesis of gliocladin C.

AB - An efficient rhodium(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin was reported. With this transformation, a series of 3-(hydroxymethyl)-3-indol-3′-yloxindoles were easily afforded in good to excellent yields. The resulted 3-(hydroxymethyl)-3-indol-3′-yloxindole could be easily converted to the key intermediate for the total synthesis of gliocladin C.

KW - Aldol addition

KW - Carbene

KW - Mixed 3,3′-bisindole

KW - Multi-component reaction

KW - Zwitterion

UR - https://www.scopus.com/pages/publications/84937609901

U2 - 10.1016/j.tet.2015.02.053

DO - 10.1016/j.tet.2015.02.053

M3 - 文章

AN - SCOPUS:84937609901

SN - 0040-4020

VL - 71

SP - 3597

EP - 3602

JO - Tetrahedron

JF - Tetrahedron

IS - 22

ER -

Synthesis of 3-(hydroxymethyl)-3-indol-3'-yloxindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles, indoles and formalin

Abstract

Keywords

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