Published May 2, 2011
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Journal Article
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Benzannulated Bicycles by Three-Component Aryne Reactions
Abstract
Triple crown: A pair of three-component coupling reactions between arynes, isocyanides, and either activated alkynes or phenyl esters generates unusual iminoindenones or phenoxy iminoisobenzofurans (see scheme), the latter of which may be advanced to o-ketobenzamides by performing direct hydrolysis. The synthetic utility of these compounds is demonstrated in a rapid preparation of substituted dibenzoketocaprolactams.
Additional Information
© 2011 Wiley-VCH Verlag. Received: February 5, 2011. Article first published online: 11 Apr 2011. The authors thank Abbott, Amgen, Boehringer Ingelheim, Bristol-Myers Squibb, Merck, Sigma–Aldrich, Teva, and Caltech for financial support. Lawrence Henling and Dr. Michael Day are gratefully acknowledged for X-ray crystallographic structural determination. The Bruker KAPPA APEX II X-ray diffractometer was purchased through an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. Dr. Scott C. Virgil is acknowledged for helpful discussions.Attached Files
Supplemental Material - anie_201100911_sm_miscellaneous_information.pdf
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Additional details
Identifiers
- Eprint ID
- 23907
- Resolver ID
- CaltechAUTHORS:20110606-080601724
Funding
- Abbott
- Amgen
- Boehringer-Ingelheim
- Bristol-Myers Squibb
- Merck
- Sigma-Aldrich
- Teva
- Caltech
- NSF
- CHE-0639094
Dates
- Created
-
2011-06-06Created from EPrint's datestamp field
- Updated
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2021-11-09Created from EPrint's last_modified field