n the presence of catalytic amounts of copper(I) salts, terminal alkynes underwent the formation of copper(I) acetylides that enabled their nucleophilic addition onto hydrazonoyl chlorides followed by spontaneous cyclisation of the resulting alkynylhydrazone intermediate. This sequential reaction sequence was exploited as a facile and regioselective synthesis of 1,3,5-substituted pyrazoles. A catalytic cycle has been proposed accounting for the observed results.
When Hydrazonoyl Chlorides Meet Terminal Alkynes: Regioselective Copper(I)-Catalysed "Click" Sequential Reactions to 5-Substituted Pyrazoles / G. Molteni. - In: HETEROCYCLES. - ISSN 0385-5414. - 100:8(2020 Aug), pp. 1249-1259. [10.3987/COM-20-14268]
When Hydrazonoyl Chlorides Meet Terminal Alkynes: Regioselective Copper(I)-Catalysed "Click" Sequential Reactions to 5-Substituted Pyrazoles
G. Molteni
Primo
2020
Abstract
n the presence of catalytic amounts of copper(I) salts, terminal alkynes underwent the formation of copper(I) acetylides that enabled their nucleophilic addition onto hydrazonoyl chlorides followed by spontaneous cyclisation of the resulting alkynylhydrazone intermediate. This sequential reaction sequence was exploited as a facile and regioselective synthesis of 1,3,5-substituted pyrazoles. A catalytic cycle has been proposed accounting for the observed results.
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Cu CLIDR.pdf
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