Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 18, Pages 5832-5844Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813491
Keywords
Catellani reaction; C-H functionalization; cooperative catalysis; norbornene; palladium catalysis
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Funding
- National Natural Science Foundation of China [21602161, 21871213, 21801193]
- National 1000-Youth Talents Plan
- Innovation Team Program of Wuhan University [2042017kf0232]
- Wuhan University
- China Postdoctoral Science Foundation [2016M602339, 2018M642894]
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The Catellani reaction is known as a powerful strategy for the expeditious synthesis of highly substituted arenes and benzo-fused rings, which are usually difficult to access through traditional cross-coupling strategies. It utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho C-H functionalization and ipso termination of aryl halides in a single operation. In classical Catellani-type reactions, aryl halides are mainly used as the substrates, and a Pd-0 catalyst is required to initiate the reaction. Nevertheless, recent advances showcase that Catellani-type reactions can also be initiated by a Pd-II catalyst with different starting materials instead of aryl halides via different reaction mechanisms and under different conditions. This emerging concept of Pd-II/norbornene cooperative catalysis has significantly advanced Catellani-type reactions, thus enabling future developments of this field. In this Minireview, Pd-II-initiated Catellani-type reactions and their application in the synthesis of bioactive molecules are summarized.
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