Ambient Temperature Dehydrogenative C(Ar)-H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source

Yong Ze Chen; Ting Hui Ding; Qiang Qiang Li; Jian Ping Qu; Yan Biao Kang

doi:10.1021/acs.orglett.3c00585

Ambient Temperature Dehydrogenative C(Ar)-H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source

Yong Ze Chen, Ting Hui Ding, Qiang Qiang Li, Jian Ping Qu, Yan Biao Kang

School of Chemistry and Moleculai Engineering

University of Science and Technology of China

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

The direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones. This method could be applied in the synthesis of bioactive molecules and organic optoelectronic materials.

Original language	English
Pages (from-to)	2611-2615
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.3c00585
State	Published - 21 Apr 2023

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10.1021/acs.orglett.3c00585

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title = "Ambient Temperature Dehydrogenative C(Ar)-H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source",

abstract = "The direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones. This method could be applied in the synthesis of bioactive molecules and organic optoelectronic materials.",

author = "Chen, {Yong Ze} and Ding, {Ting Hui} and Li, {Qiang Qiang} and Qu, {Jian Ping} and Kang, {Yan Biao}",

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doi = "10.1021/acs.orglett.3c00585",

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T1 - Ambient Temperature Dehydrogenative C(Ar)-H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source

AU - Chen, Yong Ze

AU - Ding, Ting Hui

AU - Li, Qiang Qiang

AU - Qu, Jian Ping

AU - Kang, Yan Biao

PY - 2023/4/21

Y1 - 2023/4/21

N2 - The direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones. This method could be applied in the synthesis of bioactive molecules and organic optoelectronic materials.

AB - The direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones. This method could be applied in the synthesis of bioactive molecules and organic optoelectronic materials.

UR - http://www.scopus.com/inward/record.url?scp=85152211356&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.3c00585

DO - 10.1021/acs.orglett.3c00585

M3 - 文章

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AN - SCOPUS:85152211356

SN - 1523-7060

VL - 25

SP - 2611

EP - 2615

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Ambient Temperature Dehydrogenative C(Ar)-H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source

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