Synthesis of Tetrasubstituted\nEnamines Using Secondary\nAmines and In Situ-Generated Allenes from Nitrocyclopropanes

A novel reaction of cyclic and acyclic secondary amines\nwith in\nsitu-generated allene intermediate species from nitro-substituted\ndonor–acceptor cyclopropanes is reported. In the presence of\na simple inorganic base, NaOH, tetrasubstituted enamine derivatives\ncan be obtained in moderate to excellent yields. The reaction is operationally\neasy, features mild reaction conditions and simple inorganic bases,\nand is free of transition metals.

Publication Details

Journal
Figshare
Published
2024-09-18
DOI
https://doi.org/10.1021/acs.joc.4c00829.s001
Primary Topic
Plant pathogens and resistance mechanisms
Type
article
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article

Synthesis of Tetrasubstituted\nEnamines Using Secondary\nAmines and In Situ-Generated Allenes from Nitrocyclopropanes

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Plant pathogens and resistance mechanisms
article

Synthesis of Tetrasubstituted\nEnamines Using Secondary\nAmines and In Situ-Generated Allenes from Nitrocyclopropanes

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Abstract

A novel reaction of cyclic and acyclic secondary amines\nwith in\nsitu-generated allene intermediate species from nitro-substituted\ndonor–acceptor cyclopropanes is reported. In the presence of\na simple inorganic base, NaOH, tetrasubstituted enamine derivatives\ncan be obtained in moderate to excellent yields. The reaction is operationally\neasy, features mild reaction conditions and simple inorganic bases,\nand is free of transition metals.

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Openalex Percentile: Top 39%
Plant pathogens and resistance mechanisms
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Synthesis of Tetrasubstituted\nEnamines Using Secondary\nAmines and In Situ-Generated Allenes from Nitrocyclopropanes · Figshare (2024) | TGRS Research Map | TGRS