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Synthesis 2003(16): 2525-2529  
DOI: 10.1055/s-2003-42404
PAPER
© Georg Thieme Verlag Stuttgart · New York

Isocyanatophosphoryl Dichloride as Reagent for Introduction of Carbamoyl Group into Molecules of π-Excessive Heterocycles and Enamines

Radomir V. Smaliy*a, Aleksandra A. Chaikovskayaa, Aleksandr M. Pinchuka, Andrei A. Tolmachevb
a Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanskaya 5, Kyiv-94, 02094, Ukraine
b Research and Development Center for Chemistry and Biology, National Taras Shevchenko University, 62 Volodymyrska st., Kyiv-33, 01033, Ukraine
Fax: +38(44)5732643; e-Mail: iochkiev@ukrpack.net;
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Publication History

Received 4 July 2003
Publication Date:
29 September 2003 (online)

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Abstract

A study on the stepwise hydrolysis of hetarene- and cycloalkenecarboxamidophosphoryl dichlorides afforded the synthesis of hitherto unknown hetarene- and cycloalkene-carboxamidophosphoric acids as well as allowing the introduction of unsubstituted carbamoyl group in the molecules of pyrroles, indoles, indolizines, and some enamines.

Key words

carboxamides - isocyanatophosphoryl dichloride - carbonylamidophosphoric acids - indoles - pyrroles - indolizines - ena­mines