Cross-dehydrogenative Coupling Reactions Between Formamidic C(sp2)-H and X-H (X = C, O, N) Bonds

被引：19

作者：

He, Zhe ^{[1
]}

Wu, Dan ^{[1
]}

Vessally, Esmail ^{[2
]}

机构：

[1] Liaoning Univ, Sch Environm, Shenyang 110036, Peoples R China

[2] Payame Noor Univ, Dept Chem, Tehran, Iran

来源：

TOPICS IN CURRENT CHEMISTRY | 2020年 / 378卷 / 06期

关键词：

Cross-dehydrogenative couplings; Carbamoylation; Formamides; Carboxamides; Carbamates; Ureas; C-H bond; O-H bond; N-H bond; METAL-FREE; CATALYZED CARBAMOYLATION; UREA DERIVATIVES; ARYL FORMAMIDES; NANO-CATALYSTS; ACTIVATION; AMIDES; NANOCATALYSTS; NANOPARTICLES; PHENOLS;

D O I：

10.1007/s41061-020-00309-3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the last decade, the scientific community has witnessed explosive growth in research on the direct carbamoylation of C-H and X-H (X = N, O) bonds with formamides via cross-dehydrogenative coupling reactions. This novel approach is an effective means of preparing a variety of carboxamide, carbamate as well as urea derivatives, which are prevalent in medicinal chemistry and natural product synthesis. This review elaborates the most important advances and developments in the field, with an emphasis on the reaction patterns and mechanisms.

引用

页数：30

共 50 条

[21] Remote Selective Cross-Dehydrogenative Coupling Reactions of Aryl C-H Bonds with Carboxylic Acids at Room Temperature [J].

Zheng, Tao ;

Xu, Yue ;

Xiao, Xiangjie ;

Wang, Yuchi ;

Li, Zheyu ;

Gu, Linghui ;

Ma, Wenbo .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (47)

[22] MnO2-Catalyzed Oxidative Alkylation of Enamides with Ethers via C(sp3)-H/C(sp2)-H Cross-Dehydrogenative Coupling and Hydrolysis Sequence [J].

Hu, Zhiyan ;

Tang, Yucai ;

Zhang, Shan ;

Li, Xiaoqing ;

Du, Xiaohua ;

Xu, Xiangsheng .

SYNLETT, 2015, 26 (18) :2557-2560

[23] Intramolecular Dehydrogenative Coupling of sp2 C-H and sp3 C-H Bonds: An Expeditious Route to 2-Oxindoles [J].

Ghosh, Santanu ;

De, Subhadip ;

Kakde, Badrinath N. ;

Bhunia, Subhajit ;

Adhikary, Amit ;

Bisai, Alakesh .

ORGANIC LETTERS, 2012, 14 (23) :5864-5867

[24] Metal-free oxidative cross-dehydrogenative coupling of quinones with benzylic C(sp3)-H bonds [J].

Dong, Yu ;

Yang, Jian ;

He, Shuai ;

Shi, Zhi-Chuan ;

Wang, Yu ;

Zhang, Xiao-Mei ;

Wang, Ji-Yu .

RSC ADVANCES, 2019, 9 (47) :27588-27592

[25] Molecular Iodine Catalyzed Cross-Dehydrogenative Coupling Reaction between Two sp3 C-H Bonds Using Hydrogen Peroxide [J].

Nobuta, Tomoya ;

Tada, Norihiro ;

Fujiya, Akitoshi ;

Kariya, Atsumasa ;

Miura, Tsuyoshi ;

Itoh, Akichika .

ORGANIC LETTERS, 2013, 15 (03) :574-577

[26] Electrochemical Cross-Dehydrogenative Coupling of P(O)-H/P-H Bonds with Heteroatom Nucleophiles: Access to P(O)-N and P(S)-X Compounds [J].

Li, Sifeng ;

Li, Xingchen ;

Askar, Dilnigar ;

Mo, Xiaoye ;

Obolda, Ablikim ;

Li, Xiao ;

Gao, Jigang ;

Cheng, Bin .

JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (24) :8269-8282

[27] Formal dual C(sp2)-H cross-dehydrogenative C-O bond formation to construct highly functionalized diaryl ethers with O2 [J].

Bashir, Muhammad Adnan ;

Tang, Langyu ;

Li, Longjie ;

Yu, Huaibin ;

Yao, Weijun ;

Wu, Guojiao ;

Zhong, Fangrui .

ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (08) :2249-2255

[28] Nickel-Catalyzed Regioselective Cross-Dehydrogenative Coupling of Inactive C(sp3)-H Bonds with Indole Derivatives [J].

Jin, Li-Kun ;

Wan, Li ;

Feng, Jie ;

Cai, Chun .

ORGANIC LETTERS, 2015, 17 (19) :4726-4729

[29] Transition-metal-free access to benzyl ethers via aerobic cross-dehydrogenative coupling of benzylic C(sp3)-H bonds with alcohols [J].

Zhang, Xiao ;

Li, Wenjie ;

Yu, Yang ;

Luo, Min ;

Bai, Hua ;

Shi, Lei ;

Li, Hao .

GREEN CHEMISTRY, 2024, 26 (04) :2207-2212

[30] Coupling of C(sp3)-H bonds with C(sp2)-O electrophiles: mild, general and selective [J].

Gui, Yong-Yuan ;

Liao, Li-Li ;

Sun, Liang ;

Zhang, Zhen ;

Ye, Jian-Heng ;

Shen, Guo ;

Lu, Zhi-Peng ;

Zhou, Wen-Jun ;

Yu, Da-Gang .

CHEMICAL COMMUNICATIONS, 2017, 53 (06) :1192-1195

← 1 2 3 4 5 →