Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 49, Pages 15377-15381Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609034
Keywords
isocyanides; ketenimines; palladium; tetrazoles; beta,gamma-unsaturated amides
Categories
Funding
- EPFL (Switzerland)
- Swiss National Science Foundation (SNSF)
Ask authors/readers for more resources
The reaction of allyl ethyl carbonates with isocyanides in the presence of a catalytic amount of Pd(OAc)(2) provided ketenimines through -hydride elimination of the allyl imidoylpalladium intermediates. The insertion of the isocyanide into the -allyl Pd complex proceeded via an unusual (1)-allyl Pd species. The resulting ketenimines were hydrolyzed to ,-unsaturated carboxamides during purification by flash column chromatography on silica gel or converted insitu into 1,5-disubstituted tetrazoles by [3+2] cycloaddition with hydrazoic acid or trimethylsilyl azide.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available