A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles

TY - JOUR

T1 - A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles

AU - Hurst, Timothy E.

AU - Taylor, Richard J.K.

N1 - © 2017 Wiley-VCH Verlag GmbH & Co. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

PY - 2017/1/3

Y1 - 2017/1/3

N2 - 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.

AB - 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.

KW - Acridanes

KW - Copper

KW - Cross-coupling

KW - Dehydrogenation

KW - Homogeneous catalysis

KW - Nitrogen heterocycles

KW - One-pot reaction

UR - http://www.scopus.com/inward/record.url?scp=85027944459&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201601336

DO - 10.1002/ejoc.201601336

M3 - Article

SN - 1434-193X

VL - 2017

SP - 203

EP - 207

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 1

ER -