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Addition of secondary phosphines to N-vinylpyrroles

โœ Scribed by Boris A Trofimov; Svetlana F Malysheva; Boris G Sukhov; Natal'ya A Belogorlova; Elena Yu Schmidt; Lyubov N Sobenina; Vladimir A Kuimov; Nina K Gusarova

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
240 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Secondary phosphines 1-3 react readily with N-vinylpyrroles 4 and 5 under radical initiation to give regiospecifically anti-Markovnikov adducts, diorganyl-2-(1-pyrrolyl)ethylphosphines 6a-d, highly reactive building blocks for organic synthesis, in 88-91% yields.

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Addition of a secondary phosphineยฑborane adduct to imines was examined in order to improve the synthesis of mono-N-substituted-a-aminophosphines. The reaction demonstrates, for the ยฎrst time, successful addition of a phosphineยฑborane to a multiple carbonยฑnitrogen bond. The process tolerates a range