Palladium-Catalyzed Synthesis of N-Vinyl Pyrroles and Indoles

Movassaghi, Mohammad and Ondrus, Alison E. (2005) Palladium-Catalyzed Synthesis of N-Vinyl Pyrroles and Indoles. Journal of Organic Chemistry, 70 (21). pp. 8638-8641. ISSN 0022-3263. PMCID PMC5548004. doi:10.1021/jo051450i. https://resolver.caltech.edu/CaltechAUTHORS:20170901-082320777

	PDF - Accepted Version See Usage Policy. 435kB
	PDF - Supplemental Material See Usage Policy. 837kB

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20170901-082320777

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.

Item Type:

Article

Related URLs:

URL	URL Type	Description
http://dx.doi.org/10.1021/jo051450i	DOI	Article
http://pubs.acs.org/doi/pdf/10.1021/jo051450i	Publisher	Article
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5548004/	PubMed Central	Article
http://pubs.acs.org/doi/suppl/10.1021/jo051450i/suppl_file/jo051450isi20050810_022543.pdf	Publisher	Supporting Information

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).

Funders:

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

Issue or Number:

PubMed Central ID:

PMC5548004

DOI:

10.1021/jo051450i

Record Number:

CaltechAUTHORS:20170901-082320777

Persistent URL:

https://resolver.caltech.edu/CaltechAUTHORS:20170901-082320777

Usage Policy:

No commercial reproduction, distribution, display or performance rights in this work are provided.

ID Code:

81057

Collection:

CaltechAUTHORS

Deposited By:

Donna Wrublewski

Deposited On:

01 Sep 2017 17:38

Last Modified:

15 Nov 2021 19:40

Repository Staff Only: item control page