Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes

Qing Dong Wang; Xiang Liu; Ya Wen Zheng; Yuan Shuai Wu; Xiaocong Zhou; Jin Ming Yang; Zhi Liang Shen

doi:10.1021/acs.orglett.3c04180

Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes

Qing Dong Wang, Xiang Liu, Ya Wen Zheng, Yuan Shuai Wu, Xiaocong Zhou, Jin Ming Yang, Zhi Liang Shen

化学与分子工程学院

科研成果: 期刊稿件 › 文章 › 同行评审

21 引用（Scopus）

摘要

A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N-phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N-arylformamide possibly served as the intermediates of the reaction.

源语言	英语
页（从-至）	416-420
页数	5
期刊	Organic Letters
卷	26
期	1
DOI	https://doi.org/10.1021/acs.orglett.3c04180
出版状态	已出版 - 12 1月 2024

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abstract = "A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N-phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N-arylformamide possibly served as the intermediates of the reaction.",

author = "Wang, {Qing Dong} and Xiang Liu and Zheng, {Ya Wen} and Wu, {Yuan Shuai} and Xiaocong Zhou and Yang, {Jin Ming} and Shen, {Zhi Liang}",

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T1 - Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes

AU - Wang, Qing Dong

AU - Liu, Xiang

AU - Zheng, Ya Wen

AU - Wu, Yuan Shuai

AU - Zhou, Xiaocong

AU - Yang, Jin Ming

AU - Shen, Zhi Liang

PY - 2024/1/12

Y1 - 2024/1/12

N2 - A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N-phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N-arylformamide possibly served as the intermediates of the reaction.

AB - A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N-phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N-arylformamide possibly served as the intermediates of the reaction.

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DO - 10.1021/acs.orglett.3c04180

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SN - 1523-7060

VL - 26

SP - 416

EP - 420

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes

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