Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 42, Pages 11338-11341Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201407175
Keywords
alkynes; annulation; heterocycles; rhodium; spiro compounds
Categories
Funding
- NSFC [21172060]
- HPNSFC [13JJ2018]
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This study describes a new rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes using a Cu(OAc)(2) oxidant for building a spirocyclic ring system, which includes the functionalization of an aryl C(sp(2))H bond and addition/protonolysis of an alkene CC bond. This method is applicable to a wide range of 5-aryl-2,3-dihydro-1H-pyrroles and internal alkynes, and results in the assembly of the spiro[indene-1,2-pyrrolidine] architectures in good yields with excellent regioselectivities.
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