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One‐Pot Palladium‐Catalyzed Synthesis of Selectively Substituted Phenanthridines by Sequential Aryl‐Aryl and Heck Couplings, Aza‐Michael and Retro‐Mannich Reactions
Author(s) -
Ca' Nicola Della,
Motti Elena,
Mega Antonio,
Catellani Marta
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000114
Subject(s) - chemistry , aryl , palladium , catalysis , heck reaction , mannich reaction , norbornene , combinatorial chemistry , organic chemistry , michael reaction , polymer , alkyl , monomer
A catalytic synthesis of selectively substituted phenanthridines is achieved through a reaction sequence involving palladium/norbornene‐catalyzed unsymmetrical aryl‐aryl and Heck couplings followed by aza‐Michael and retro‐Mannich reactions. In spite of the many steps involved the method is very simple and allows the formation of selectively substituted phenanthridines under mild conditions in a straightforward one‐pot reaction starting from readily available aryl iodides and bromides.