Synthesis of benzouracils and carbamates from chloroacetamides through carbon-carbon bond cleavage

被引：0

作者：

Al-Shidhani, Sulaiman ^{[1
]}

Takallou, Ahmad ^{[1
]}

Lotfi Nosood, Yazdanbakhsh ^{[1
]}

Al-Siyabi, Munir ^{[1
]}

Christensen, Jorn Bolstad ^{[2
]}

Shalmani, Parisa Pakari ^{[1
]}

Almaani, Alhajaj ^{[1
]}

Rostami, Ali ^{[1
]}

Al-Harrasi, Ahmed ^{[1
]}

机构：

[1] Univ Nizwa, Nat & Med Sci Res Ctr, POB 33, Nizwa 616, Oman

[2] Univ Copenhagen, Dept Chem, Thorvaldsensvej 40, DK-1871 Frederiksberg, Denmark

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2025年 / 23卷 / 08期

关键词：

C-C BONDS; FLOW SYNTHESIS; KETONES; ALDEHYDES; OXYGENATION;

D O I：

10.1039/d4ob01858c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work introduces a mild reaction-condition approach for the direct C-C bond cleavage of amides, resulting in the formation of benzouracil and carbamate structures. This method leverages a C-C bond cleavage strategy that enables nucleophilic addition to the amide carbonyl, involving a reactive spiro intermediate. A diverse range of chloroacetamides were synthesized and utilized as bifunctional starting materials in this transformation. The proposed strategy has proven to be a powerful tool for synthesizing a wide variety of compounds, achieving yields of up to 88%.

引用

页码：1841 / 1845

页数：5

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