Synthesis of α-(2-Hydroxyphenyl)-α-Aminoketones by Rhodium-Catalyzed Tandem Reaction of 1-Sulfonyl-1,2,3-Triazoles and Benzoquinone-Derived Alcohols

被引：13

作者：

Xu, Ze-Feng ^{[1
,2
]}

Wang, Weipeng ^{[1
]}

Cen, Mengjie ^{[1
]}

Feng, Zijuan ^{[1
]}

Duan, Shengguo ^{[1
]}

Li, Chuan-Ying ^{[1
]}

机构：

[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 14期

基金：

中国国家自然科学基金;

关键词：

Heterocycles; Insertion; Rearrangement; Carbenes; 1,2,3-Triazole; ALPHA-AMINO KETONES; TERMINAL ALKYNES; DERIVATIVES; TRANSANNULATION; 1,2,3-TRIAZOLES; REARRANGEMENT; ANNULATION; N-SULFONYL-1,2,3-TRIAZOLES; 3-DIAZOINDOLIN-2-IMINES; COPPER;

D O I：

10.1002/adsc.202000487

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Readily available 1-sulfonyl-1,2,3-triazole and benzoquinone-derived alcohols were employed in a synthesis protocol for the formation of alpha-(2-hydroxyphenyl)-alpha-aminoketone. The cascade reaction includes the formation of rhodium carbene, O-H bond 1,3-insertion, Claisen rearrangement as well as aromatization. Valuable benzoxazinone and 3-aminobenzofuran were obtained after one-step derivatization. Moreover, an estrone derivative was modified via the protocol with extraordinary efficiency.

引用

页码：2888 / 2893

页数：6

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