Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2-Chloro-N-(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines and Acridines

The Pd-catalyzed condensation of 2-bromostyrene and 2-chloroaniline derivatives yields stable diphenylamine intermediates, which are selectively converted to five-, six-, or seven-membered heteroaromatics (indoles, carbazoles, acridines, and dibenzazepines). The selectivity of these intramolecular t...

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Bibliographic Details
Main Authors: Tsvelikhovsky, Dmitry (Contributor), Buchwald, Stephen Leffler (Contributor)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor), Buchwald, Stephen L. (Contributor)
Format: Article
Language:English
Published: American Chemical Society (ACS), 2012-08-03T12:49:22Z.
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Online Access:Get fulltext
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042 |a dc 
100 1 0 |a Tsvelikhovsky, Dmitry  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
100 1 0 |a Buchwald, Stephen L.  |e contributor 
100 1 0 |a Tsvelikhovsky, Dmitry  |e contributor 
100 1 0 |a Buchwald, Stephen Leffler  |e contributor 
700 1 0 |a Buchwald, Stephen Leffler  |e author 
245 0 0 |a Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2-Chloro-N-(2-vinyl)aniline: Preparation of Carbazoles, Indoles, Dibenzazepines and Acridines 
260 |b American Chemical Society (ACS),   |c 2012-08-03T12:49:22Z. 
856 |z Get fulltext  |u http://hdl.handle.net/1721.1/71969 
520 |a The Pd-catalyzed condensation of 2-bromostyrene and 2-chloroaniline derivatives yields stable diphenylamine intermediates, which are selectively converted to five-, six-, or seven-membered heteroaromatics (indoles, carbazoles, acridines, and dibenzazepines). The selectivity of these intramolecular transformations is uniquely ligand-controlled and offers efficient routes to four important classes of heterocycles from a common precursor. 
520 |a National Institutes of Health (U.S.) (GM-58160) 
520 |a Novartis AG 
546 |a en_US 
655 7 |a Article 
773 |t Journal of the American Chemical Society