Metal-Free Generation of γ‑Cyanoalkyl Radicals by N‑Heterocyclic Carbene Catalysis: Assembly of 6‑Cyanoalkyl Phenanthridines

A number of γ-cyanoalkyl radicals were generated by sustainable N-heterocyclic carbene catalysis in tin-, transition-meal-, and light-free conditions, followed by insertion into biaryl isonitriles, thus leading to the rapid assembly of a variety of diversely functionalized 6-cyanoalkyl phenanthridin...

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Bibliographic Details
Published inOrganic letters Vol. 24; no. 50; pp. 9243 - 9247
Main Authors Li, Qianrong, Zhou, Cong-Ying, Wang, Chengming
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 23.12.2022
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:A number of γ-cyanoalkyl radicals were generated by sustainable N-heterocyclic carbene catalysis in tin-, transition-meal-, and light-free conditions, followed by insertion into biaryl isonitriles, thus leading to the rapid assembly of a variety of diversely functionalized 6-cyanoalkyl phenanthridines. A preliminary mechanism study revealed that a single-electron transfer radical process was possibly involved.
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SourceType-Scholarly Journals-1
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03808