Journal
ORGANIC LETTERS
Volume 21, Issue 14, Pages 5747-5752Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02156
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Funding
- National Research Foundation of Korea (NRF) - Korean government (MSICT) [NRF-2015R1A5A1008958, NRF-2018R1D1A1B07049189]
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A tandem three-component reaction has been developed for the synthesis of spirocyclic 2-indolinylformamidines through a cooperative action of palladium and copper catalysts. The Pd-catalyzed benzylation of alpha-isocyano lactams with 2-bromobenzyl bromides allows efficient formation of alpha-substituted alpha-isocyano lactams. A subsequent in situ Cu-catalyzed amine addition to the isocyanide moiety provides amidine intermediates that readily undergo intramolecular N-arylation via the cooperative action of Pd/Cu catalysis, allowing a facile chiral resolution of the spirocyclic 2-indolines.
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