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Published October 14, 2005 | Version Accepted Version + Supplemental Material
Journal Article Open

Palladium-Catalyzed Synthesis of N-Vinyl Pyrroles and Indoles

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Abstract

A stereospecific palladium-catalyzed N-vinylation of azaheterocycles with vinyl triflates is described. Cyclic and acyclic vinyl triflates along with nonnucleophilic azaheterocycles were found to be substrates for this palladium-catalyzed synthesis of N-vinyl pyrrole and indole derivatives.

Additional Information

© 2005 American Chemical Society. Received July 13, 2005. M.M. is a Dale F. and Betty Ann Frey Damon Runyon Scholar supported by the Damon Runyon Cancer Research Foundation (DRS-39-04). M.M. is a Firmenich Assistant Professor of Chemistry. A.E.O. acknowledges a Robert T. Haslam Presidential Graduate Fellowship. We thank Mr. Matthew P. Rainka and Professor Stephen L. Buchwald for helpful discussions. We thank Mr. Robert W. Sindelar for early contributions to this study. We acknowledge generous financial support by the donors of the American Chemical Society Petroleum Research Fund (40631G1), MIT, Amgen Inc., and NIH-NIGMS (GM074825).

Attached Files

Accepted Version - nihms881227.pdf

Supplemental Material - jo051450isi20050810_022543.pdf

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jo051450isi20050810_022543.pdf

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Additional details

Identifiers

PMCID
PMC5548004
Eprint ID
81057
DOI
10.1021/jo051450i
Resolver ID
CaltechAUTHORS:20170901-082320777

Related works

Describes
10.1021/jo051450i (DOI)

Funding

Damon Runyon Cancer Research Foundation
DRS-39-04
Robert T. Haslam Presidential Graduate Fellowship
American Chemical Society Petroleum Research Fund
40631G1
Massachusetts Institute of Technology (MIT)
Amgen
NIH
GM074825

Dates

Created
2017-09-01
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Updated
2021-11-15
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