| Title |
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-catalyzed synthesis of 2-alkynylazetidines and their ring expansion to functionalized 1,4,5,6-tetrahydropyridines
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| Author |
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| Abstract |
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| A zinc(II) triflate catalyzed reaction of beta-chloro aldimines with terminal alkynes leading to a rapid and efficient formation of 2-alkynylazetidines in good to excellent yield has been described. The catalytic hydrogenation of the 2-alkynylazetidines resulted in acyclic secondary amines by reductive cleavage of the 2-alkynylazetidine. Further, these non-activated 2-alkynylazetidines were ring expanded in a reaction with dimethyl acetylenedicarboxylate in the presence of zinc(II) triflate to give 4-alkynyltetrahydropyridines. Catalytic reduction of these 4-alkynyltetrahydropyridines led to an efficient conversion to 4-alkyltetrahydropyridine carboxylates. |
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| Language |
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English
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| Source (journal) |
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Advanced synthesis and catalysis. - Weinheim, 2001, currens |
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| Publication |
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Weinheim : 2018
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| ISSN |
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1615-4150 [print]
1615-4169 [online]
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| Volume/pages |
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360:22(2018), p. 4393-4401
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| ISI |
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000450364400016
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