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  4. Formal [4+1] Cycloaddition of o ‐Aminobenzyl Chlorides with Isocyanides: Synthesis of 2‐Amino‐3‐Substituted Indoles
 
research article

Formal [4+1] Cycloaddition of o ‐Aminobenzyl Chlorides with Isocyanides: Synthesis of 2‐Amino‐3‐Substituted Indoles

Jong, Jacobus A. W.
•
Bao, Xu
•
Wang, Qian
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2019
Helvetica Chimica Acta

Reaction of substituted o-aminobenzyl chlorides with isocyanides in the presence of a weak base (NaHCO3) at room temperature afforded the diversely functionalized 2-aminoindoles in good to excellent yields. A formal [4+1] cycloaddition of the in situ generated aza-ortho-xylylenes with isocyanides accounted for the reaction outcome.

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Type
research article
DOI
10.1002/hlca.201900002
Author(s)
Jong, Jacobus A. W.
Bao, Xu
Wang, Qian
Zhu, Jieping
Date Issued

2019

Publisher

Wiley-VHCA AG

Published in
Helvetica Chimica Acta
Volume

102

Issue

3

Article Number

e1900002

Subjects

Aza-ortho-xylylene

•

isocyanides

•

2-aminoindole

•

N-(ortho-chloromethyl)aryl amide

•

cycloaddition.

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSPN  
FunderGrant Number

FNS

FNS

Available on Infoscience
May 3, 2019
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/156258
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