Synthesis of vicinal (alkylamino)alkynylcyclopropanes from geminal alkynyl(chloro)cyclopropanes

Valentin D. Gvozdev,Konstantin N. Shavrin,Mikhail P. Egorov,Oleg M. Nefedov

Mendeleev Communications（2021）

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摘要

New N-Boc-alkyl(2-alkynylcyclopropyl)amines were synthesized from 1-alkynyl-1-chlorocyclopropanes and N-Boc- alkylamines under the action of ButOK in DMSO, the intermediates having been the corresponding conjugated alkynylcyclopropenes. The Boc-derivatives can be converted into free secondary 2-alkynylcyclopropylamines, as well as β-lithiated with subsequent alkylation.

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关键词

alkynyl(chloro)cyclopropanes,1-amino-2-alkynylcyclopropanes,cyclopropylamines,cyclopropenes,protecting groups,directing groups,lithiation,alkylation,stereoselectivity

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