Iodine-Promoted Thioylation and Dicarbonylation of Enaminone α‑C Sites: Synthesis of Fully Substituted Thiazoles via CC Bond Cleavage

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成果类型：

期刊论文

作者：

Zhao, Peng;Zhou, You;Wang, Can;Wu, An-Xin

通讯作者：

Wu, AX

作者机构：

[Wang, Can; Zhao, Peng] Taizhou Univ, Sch Pharmaceut Sci, Inst Adv Studies, Taizhou 318000, Zhejiang, Peoples R China.

[Wu, An-Xin; Zhou, You; Zhao, Peng] Cent China Normal Univ, Coll Chem, Int Joint Res Ctr Intelligent Biosensor Technol &, Natl Key Lab Green Pesticide, Wuhan 430079, Peoples R China.

通讯机构：

[Wu, AX ] C

Cent China Normal Univ, Coll Chem, Int Joint Res Ctr Intelligent Biosensor Technol &, Natl Key Lab Green Pesticide, Wuhan 430079, Peoples R China.

语种：

英文

期刊：

JOURNAL OF ORGANIC CHEMISTRY

ISSN：

0022-3263

年：

2024

卷：

期：

页码：

2505-2515

DOI：

10.1021/acs.joc.3c02539

基金类别：

National Natural Science Foundation of China [22201203, 21971080, 21971079, 22171098]; Fundamental Research Funds for the Central Universities; The 111 Project [B17019]

机构署名：

本校为通讯机构

院系归属：

化学学院

摘要：

A novel iodine-promoted difunctionalization of alpha-C sites in enaminones was demonstrated as a means of synthesizing a variety of fully substituted thiazoles by constructing C-C(CO), C-S, and C-N bonds. This transformation allows the realization of enaminones as unusual aryl C2 synthons and simultaneously allows the thioylation and dicarbonylation of alpha-C sites. A preliminary mechanistic study was performed and indicated that the cleavage of C=C bonds in enaminones involves a...

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Iodine-Promoted Thioylation and Dicarbonylation of Enaminone α‑C Sites: Synthesis of Fully Substituted Thiazoles via CC Bond Cleavage

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