Published May 3, 2013
| Supplemental Material
Journal Article
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Transition-Metal-Catalyzed Alkylations of Amines with Alkyl Halides: Photoinduced, Copper-Catalyzed Couplings of Carbazoles
Abstract
N-alkylations of carbazoles with a variety of secondary and hindered primary alkyl iodides can be achieved by using a simple precatalyst (CuI) under mild conditions (0 °C) in the presence of a Brønsted base; at higher temperature (30 °C), secondary alkyl bromides also serve as suitable coupling partners. A Li[Cu(carbazolide)_2] complex has been crystallographically characterized, and it may serve as an intermediate in the catalytic cycle.
Additional Information
© 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: February 11, 2013; Published online: April 8, 2013. This work was supported by the Gordon and Betty Moore Foundation (grant to J.C.P.), the National Science Foundation (fellowship support for S.E.C.), and the Natural Sciences and Engineering Research Council of Canada (fellowship support for R.J.L.). Assistance with X-ray crystallography from Larry M. Henling is gratefully acknowledged.Attached Files
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Additional details
- Eprint ID
- 39006
- DOI
- 10.1002/anie.201301202
- Resolver ID
- CaltechAUTHORS:20130620-145951306
- Gordon and Betty Moore Foundation
- NSF
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Created
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2013-06-21Created from EPrint's datestamp field
- Updated
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2021-11-09Created from EPrint's last_modified field