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Synthesis 2004(18): 2999-3004  
DOI: 10.1055/s-2004-834888
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Convenient Synthesis of Novel 3-(Heterocyclylsulfonyl)propanoic Acids and their Amide Derivatives

Mikhail V. Dorogov, Sergey I. Filimonov, Dmitry B. Kobylinsky, Sergey A. Ivanovsky, Pavel V. Korikov, Mikhail Y. Soloviev, Maria Y. Khahina, Elena E. Shalygina, Dmitry V. Kravchenko, Alexandre V. Ivachtchenko*
Chemical Diversity Labs, Inc., 11558 Sorrento Valley Rd., Suite 5, San Diego, CA 92121, USA
Fax: +1(858)7944931; e-Mail: av@chemdiv.com;
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Publikationsverlauf

Received 28 May 2004
Publikationsdatum:
22. Oktober 2004 (online)

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Abstract

A large number of novel 3-(heterocyclylsulfonyl)propanoic acids and their amide derivatives were prepared in good yields and excellent purity starting from the corresponding heterocyclic compounds. At first, chlorosulfonates were generated by reaction of initial heterocycles with various sulfonating and chlorinating agents followed by their conversion into sodium sulfinates. Treatment of sulfinates with acrylic acid smoothly afforded a series of sulfonylpropionates, which were used as convenient reagents for the preparation of a large number of the corresponding carboxamide derivatives.

Key words

3-(heterocyclylsulfonyl)propanoic acid - chlorosulfonates - heterocycles - parallel synthesis - libraries

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