Issue 1, 2003
From the journal:

Chemical Communications

The unique nucleophilic reactivity of arylaminochlorocarbenes†

Ying Cheng,*a   Hua Yanga  and  Otto Meth-Cohn*b  

* Corresponding authors

a Department of Chemistry, Beijing Normal University, Beijing 100875, China
E-mail: yincheng@95777.com
Tel: +861062205558

b Chemistry Department, Sunderland University, Sunderland, UK
E-mail: otto.meth-cohn@sunderland.ac.uk

Abstract

4-Methyl and 4-methoxyphenylaminochlorocarbene (readily formed by deprotonation of the Vilsmeier reagent derived from the corresponding N-methylformanilide with Hünig’s base) reacted with diethyl acetylenedicarboxylate to give 1∶2 quinoline adducts, while p-halophenylaminochlorocarbenes yielded benzoazepine derivatives from 2∶1 interaction of the carbene with oxalyl chloride under the same reaction conditions.

Graphical abstract: The unique nucleophilic reactivity of arylaminochlorocarbenes

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Article information

DOI
https://doi.org/10.1039/B210098C
Article type
Communication
Submitted
15 Oct 2002
Accepted
11 Nov 2002
First published
26 Nov 2002

Chem. Commun., 2003, 90-91

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The unique nucleophilic reactivity of arylaminochlorocarbenes

Y. Cheng, H. Yang and O. Meth-Cohn, Chem. Commun., 2003, 90 DOI: 10.1039/B210098C

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