Reactions of Pyrimidine-2-sulfenyl Chloride with Alkylvinyl and Allyl Ethers

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Abstract

The regioselective synthesis of novel thiazolo[3,2-a]pyrimidine derivatives in 52–92% yields was developed based on the reaction of pyrimidine-2-sulfenyl chloride with unsaturated ethers. The reaction with allylic and vinylic ethers proceed regioselectively, but with the opposite regiochemistry. The reaction with allylic ethers lead to 2-substituted thiazolo[3,2-a]pyrimidine derivatives whereas 3-organyloxy derivatives are formed in the reaction with vinylic ethers.

About the authors

R. S. Ishigeev

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: v_a_potapov@irioch.irk.ru
ORCID iD: 0000-0003-0843-4818
Russian Federation, Irkutsk, 664033

S. V. Amosova

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: v_a_potapov@irioch.irk.ru
ORCID iD: 0000-0002-2874-3725
Russian Federation, Irkutsk, 664033

V. A. Potapov

A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences

Author for correspondence.
Email: v_a_potapov@irioch.irk.ru
ORCID iD: 0000-0002-3151-6726
Russian Federation, Irkutsk, 664033

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