Synthesis of alkynyl and vinyl selenides via selenodecarboxylation of arylpropiolic and cinnamic acids

Das, Jaya Prakash ; Roy, Ujjal Kanti ; Roy, Sujit (2005) Synthesis of alkynyl and vinyl selenides via selenodecarboxylation of arylpropiolic and cinnamic acids Organometallics, 24 (25). pp. 6136-6140. ISSN 0276-7333

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Official URL: http://pubs.acs.org/doi/abs/10.1021/om050504b

Related URL: http://dx.doi.org/10.1021/om050504b

Abstract

The selenodecarboxylation of phenylpropiolic and cinnamic acid derivatives with diorgano diselenide is promoted by iodosobenzene diacetate (PhI(OAc)2, IBDA) in acetonitrile at 30-60°C, leading to the formation of alkynyl selenides and vinyl selenides in moderate to excellent yields. Similar reactivity is also shown by iodosylbenzene (PhIO, IB). The reaction is also triggered in the solid state. An electrophilic mechanism is proposed for the transformation.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:42906
Deposited On:08 Jun 2011 06:28
Last Modified:08 Jun 2011 06:28

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