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Transition metal-mediated N-heterocyclisation reactions. Synthesis of 2-phenylindole by reduction by CO of 2-nitrostilbene catalysed by [Rh(CO)4]−

✍ Scribed by Fabio Ragaini; Stefano Tollari; Sergio Cenini; Enrico Bettetini

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
544 KB
Volume
111
Category
Article
ISSN
1381-1169

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✦ Synopsis

The complex [PPN][Rh(CO),] is a very efficient catalyst for the conversion of 2-nitrostilbene to 2-phenylindole by reduction by CO followed by cyclisation. The reaction is quite selective (up to 85%) and the only observable by-product is the amine corresponding to the starting material. The addition of 2-hydroxypyridine increases both conversion and selectivity, but simple pyridine deactivates the catalytic system. The reaction conditions have been optimised.

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