1,2,4-Triazines and Calcium Carbide in the Catalyst-Free Synthesis of 2,3,6-Trisubstituted Pyridines and Their D-, 13 C-, and Doubly D 2 - 13 C 2 -Labeled Analogues.

Authors :: Voronin VV
Polynski MV
Ledovskaya MS
Source :: Chemistry, an Asian journal [Chem Asian J] 2023 Dec 01; Vol. 18 (23), pp. e202300781. Date of Electronic Publication: 2023 Nov 02.
Publication Year :: 2023
Abstract: A novel synthetic approach to 2,3,6-trisubstituted pyridines, their 4,5-dideuterated derivatives, 4,5- <superscript>13</superscript> C <subscript>2</subscript> - and doubly-labeled D <subscript>2</subscript> - <superscript>13</superscript> C <subscript>2</subscript> -pyridines has been developed using catalyst-free [4+2] cycloaddition of 1,2,4-triazines and in situ generated acetylene or labeled acetylene. Calcium carbide and water or deuterium oxide were used for the in situ generation of acetylene and dideuteroacetylene. Calcium carbide- <superscript>13</superscript> C <subscript>2</subscript> in the mixture with water or deuterium oxide was applied as <superscript>13</superscript> C <subscript>2</subscript> -acetylene and D <subscript>2</subscript> - <superscript>13</superscript> C <subscript>2</subscript> -acetylene source.<br /> (© 2023 Wiley-VCH GmbH.)

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