Published November 2012 | Version Supplemental Material + Published
Journal Article Open

A copper-catalyzed arylation of tryptamines for the direct synthesis of aryl pyrroloindolines

  • 1. ROR icon California Institute of Technology

Abstract

An operationally simple, copper-catalyzed arylation of N-tosyltryptamines provides direct access to C3-aryl pyrroloindolines. A range of electron-donating and electron-withdrawing substituents is tolerated on both the indole backbone and the aryl electrophile. These reactions occur under ambient temperatures and with equimolar quantities of the coupling partners.

Additional Information

© 2012 The Royal Society of Chemistry. Received 9th July 2012, Accepted 9th August 2012. First published on the web 17 Aug 2012. We thank Prof. Brian Stoltz, Dr. Scott Virgil, and the Caltech Center for Catalysis and Chemical Synthesis for access to analytical equipment. We also thank Sigma-Aldrich for a kind donation of chemicals. Fellowship support was provided by the National Science Foundation (Graduate Research Fellowship, M.E.K, Grant no. DGE-1144469). Financial support from the California Institute of Technology and the NIH (NIGMS RGM097582A) is gratefully acknowledged.

Attached Files

Published - c2sc20914d.pdf

Supplemental Material - c2sc20914d_supp.pdf

Files

c2sc20914d.pdf

Files (10.1 MB)

Name Size
md5:c77553e09861726c4f8cf53c483dc367
364.0 kB Preview Download
md5:3fbc83d042d3d885d75043448daa6112
9.7 MB Preview Download

Additional details

Identifiers

PMCID
PMC3480223
Eprint ID
35975
Resolver ID
CaltechAUTHORS:20121213-102648677

Funding

NSF Graduate Research Fellowship
DGE-1144469
Caltech
NIH
RGM097582A

Dates

Created
2012-12-17
Created from EPrint's datestamp field
Updated
2021-11-09
Created from EPrint's last_modified field