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A Cu‐Catalysed Radical Cross‐Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles
Author(s) -
Hurst Timothy E.,
Taylor Richard J. K.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601336
Subject(s) - chemistry , malonate , diethyl malonate , aryl , catalysis , coupling reaction , coupling (piping) , medicinal chemistry , combinatorial chemistry , organic chemistry , mechanical engineering , alkyl , engineering
The synthesis of acridanes and related compounds through a Cu‐catalysed radical cross‐dehydrogenative coupling of simple 2‐[2‐(arylamino)aryl]malonates is reported. This method can be further streamlined to a one‐pot protocol involving the in situ fomation of the 2‐[2‐(arylamino)aryl]malonate by α‐arylation of diethyl malonate with 2‐bromodiarylamines under Pd catalysis, followed by Cu‐catalysed cyclisation.