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
收藏
页码：2888 / 2893
页数：6
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