The unique nucleophilic reactivity of arylaminochlorocarbenes.
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.
Cheng
Ying
Y
Department of Chemistry, Beijing Normal University, Beijing 100875, China. yincheng@95777.com
Yang
Hua
H
Meth-Cohn
Otto
O