Synthesis 2018; 50(09): 1926-1934
DOI: 10.1055/s-0036-1591896
paper
© Georg Thieme Verlag Stuttgart · New York

Regioselective Approach to 5-Carboxy-1,2,3-triazoles Based on Palladium-Catalyzed Carbonylation

Yury N. Kotovshchikov
Chemistry Department, M. V. Lomonosov Moscow State University, 1/3 Leninskiye Gory, Moscow 119991, Russian Federation   Email: latyshev@org.chem.msu.ru
,
Gennadij V. Latyshev*
Chemistry Department, M. V. Lomonosov Moscow State University, 1/3 Leninskiye Gory, Moscow 119991, Russian Federation   Email: latyshev@org.chem.msu.ru
,
Irina P. Beletskaya
Chemistry Department, M. V. Lomonosov Moscow State University, 1/3 Leninskiye Gory, Moscow 119991, Russian Federation   Email: latyshev@org.chem.msu.ru
,
Nikolay V. Lukashev
Chemistry Department, M. V. Lomonosov Moscow State University, 1/3 Leninskiye Gory, Moscow 119991, Russian Federation   Email: latyshev@org.chem.msu.ru
› Author Affiliations
This work was supported by the Russian Foundation for Basic Research (grant number 16-33-00801-mol_a) and M. V. Lomonosov Moscow State University Program of Development. I. P. Beletskaya is grateful to the Russian Science Foundation (grant number 14-23-00186).
Further Information

Publication History

Received: 27 October 2017

Accepted after revision: 26 December 2017

Publication Date:
31 January 2018 (online)


Abstract

A regioselective two-step approach to 5-carboxy-1,2,3-triazoles based on palladium-catalyzed carbonylation has been developed. The protocol utilizes readily available 5-iodotriazoles as starting materials. The obtained products were used in the syntheses of fused heterocycles as well as derivatization of the steroidal hormone cortexolone­.

Supporting Information