Recent advances of Ritter reaction and its synthetic applications

被引：68

作者：

Chen, Meng-En ^{[1
,2
]}

Chen, Xiao-Wei ^{[1
,2
]}

Hu, Yue-Hong ^{[1
,2
]}

Ye, Rui ^{[1
,2
]}

Lv, Jian-Wei ^{[1
,2
]}

Li, Baosheng ^{[3
]}

Zhang, Fu-Min ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

[3] Chongqing Univ, Sch Chem & Chem Engn, 174 Shazheng St, Chongqing 400044, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 16期

关键词：

N-SUBSTITUTED AMIDES; TERT-BUTYL AMIDES; ONE-POT SYNTHESIS; PRINS-RITTER; CONVENIENT SYNTHESIS; ALKALOID-LIKE; STEREOSELECTIVE-SYNTHESIS; REGIOSELECTIVE SYNTHESIS; FUNCTIONAL-DERIVATIVES; ASYMMETRIC-SYNTHESIS;

D O I：

10.1039/d1qo00496d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In comparison to previous reviews, the present review article provides a comprehensive survey of Ritter reactions from 2014 to 2020, mainly aiming to discuss diverse Ritter reactions and their widely synthetic applications. Notably, the oxidative Ritter-type reactions are presented for the first time, and tandem Ritter reactions and asymmetric Ritter reactions are also highlighted. Furthermore, the systematic summary of the application of Ritter reactions in the total synthesis of natural products and the preparation of drugs, bioactive compounds, and functional molecules is introduced.

引用

页码：4623 / 4664

页数：42

共 184 条

[1] A copper-catalyzed Ritter-type cascade via iminoketene for the synthesis of quinazolin-4(3H)-ones and diazocines [J].

Abe, Takumi ;

Kida, Koshiro ;

Yamada, Koji .

CHEMICAL COMMUNICATIONS, 2017, 53 (31) :4362-4365

[2] Cooperative Catalysis of Copper, Silver, and Bronsted Acid for Three-Component Carboamination of Arylalkenes with Allylic Alcohols and Nitriles [J].

Ahmed, Waqar ;

Zhang, Sheng ;

Feng, Xiujuan ;

Yu, Xiaoqiang ;

Yamamoto, Yoshinori ;

Bao, Ming .

CHEMCATCHEM, 2020, 12 (20) :5200-5208

[3] One-pot protocol to synthesize N-(β-nitro)amides by tandem Henry/Ritter reaction [J].

Ai, Wensi ;

Shi, Ronghua ;

Zhu, Liyan ;

Jiang, Dehong ;

Ma, Xiaobo ;

Yuan, Jilan ;

Wang, Zhouyu .

RSC ADVANCES, 2015, 5 (31) :24044-24048

[4] N-Halosuccinimides as Precatalysts for C-, N-, O-, and X-Nucleophilic Substitution Reactions of Alcohols under Mild Reaction Conditions [J].

Ajvazi, Njomza ;

Stavber, Stojan .

CATALYSTS, 2020, 10 (04)

[5] Solvent interception, heterocyclization and desilylation upon NBS-induced sulfamidation of trimethyl(vinyl)silane [J].

Astakhova, Vera V. ;

Moskalik, Mikhail Yu. ;

Shainyan, Bagrat A. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (34) :7927-7937

[6] DERIVATIZATION OF SATURATED-HYDROCARBONS - A FACILE ONE-STEP FORMATION OF N-(1-ADAMANTYL)ACETAMIDE FROM ADAMANTANE [J].

BAKKE, JM ;

STORM, CB .

ACTA CHEMICA SCANDINAVICA, 1989, 43 (04) :399-400

[7] Remote functionalization of (-)-menthol-synthesis of 4a,5,6,7,8,8a-hexahydro-4H-benzo[1,3]oxazine derivatives with the Selectfluor(TM) reagent F-TEDA-BF4 [J].

Banks, RE ;

Lawrence, NJ ;

Besheesh, MK ;

Popplewell, AL ;

Pritchard, RG .

CHEMICAL COMMUNICATIONS, 1996, (14) :1629-1630

[8] Copper-catalyzed three-component reaction of N-heteroaryl aldehydes, nitriles, and water [J].

Bao, Hanyang ;

Zhou, Bingwei ;

Jin, Hongwei ;

Liu, Yunkui .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (20) :5021-5028

[9] π-Conjugated Triazenes and Nitriles: Simple Photoinduced Synthesis of Anilides Using Mild and Metal-Free Conditions [J].

Barragan, Enrique ;

Noonikara-Poyil, Anurag ;

Bugarin, Alejandro .

ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (04) :593-599

[10] Synthesis of N-(Adamantan-1-yl)carbamides by Ritter Reaction from Adamantan-1-ol and Nitriles in the Presence of Cu-Catalysts [J].

Bayguzina, A. R. ;

Lutfullina, A. R. ;

Khusnutdinov, R. I. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 54 (08) :1127-1133

← 1 2 3 4 5 6 7 8 9 10 →