Efficient Pd(ii)-catalyzed regioselective ortho-halogenation of arylcyanamides

被引：3

作者：

Boddapati, S. N. Murthy ^{[1
,2
]}

Tamminana, Ramana ^{[3
]}

Alam, M. Mujahid ^{[4
]}

Gugulothu, Sailaja ^{[1
]}

Varala, Ravi ^{[5
]}

Bollikolla, Hari Babu ^{[1
]}

机构：

[1] Acharya Nagarjuna Univ, Dept Chem, Guntur 522510, AP, India

[2] Sir CR Reddy Coll, Dept Chem, PG Courses, Eluru 534007, AP, India

[3] GITAM, Dept Chem, Bengaluru Campus, Bengaluru 562163, Karnataka, India

[4] King Khalid Univ, Coll Sci, Dept Chem, POB 9004, Abha 61413, Saudi Arabia

[5] Scrips Pharma, Hyderabad, Telangana, India

来源：

NEW JOURNAL OF CHEMISTRY | 2021年 / 45卷 / 37期

关键词：

CATALYZED C-H; CROSS-COUPLING REACTIONS; BOND ACTIVATION; DIRECTING-GROUP; N-FLUOROBENZENESULFONIMIDE; OXIDATIVE CYCLOADDITION; MEDICINAL CHEMISTRY; ORTHO-ALKENYLATION; AROMATIC NITRILES; ORTHO-BROMINATION;

D O I：

10.1039/d1nj01998h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Regioselective ortho-halogenation of arylcyanamides using a Pd(ii) catalyst has been established under mild reaction conditions. Either electron-donating or electron-withdrawing groups readily carried out the reaction and produced final products in moderate to good yields. Based on the experimental work, we have confirmed that this method does not undergo a free radical mechanism. Furthermore, we have also attempted this method for practical utility purposes.

引用

页码：17176 / 17182

页数：7

共 50 条

[1] Efficient, versatile and practical palladium-catalyzed highly regioselective ortho-halogenation of azoxybenzenes
Sun, Meng
Chen, Xiangxiang
Zhang, Liang
Sun, Wei
Wang, Zhe
Guo, Peiyu
Li, Ya-Min
Yang, Xiao-Juan
ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (01) : 323 - 329
[2] Palladium-Catalyzed Highly Regioselective ortho-Halogenation of 2-Pyridyl Sulfoxides
Zhao, Jun-Long
Chen, Xiang-Xiang
Xie, Hu
Ren, Jiang-Tao
Gou, Xiao-Feng
Sun, Meng
SYNLETT, 2017, 28 (10) : 1232 - 1236
[3] COORDINATION-CATALYZED ORTHO-HALOGENATION OF AZOBENZENE
FAHEY, DR
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1971, 27 (02) : 283 - &
[4] Copper(I) Halide for Regioselective Ortho-Halogenation of Directed Arenes
Perumgani, Pullaiah C.
Parvathaneni, Sai Prathima
Babu, G. V. Surendra
Srinivas, K.
Mandapati, Mohan Rao
CATALYSIS LETTERS, 2018, 148 (04) : 1067 - 1072
[5] Copper(I) Halide for Regioselective Ortho-Halogenation of Directed Arenes
Pullaiah C. Perumgani
Sai Prathima Parvathaneni
G. V. Surendra Babu
K. Srinivas
Mohan Rao Mandapati
Catalysis Letters, 2018, 148 : 1067 - 1072
[6] Copper-catalyzed ortho-halogenation of protected anilines
Urones, Beatriz
Manu Martinez, Angel
Rodriguez, Nuria
Gomez Arrayas, Ramon
Carretero, Juan C.
CHEMICAL COMMUNICATIONS, 2013, 49 (94) : 11044 - 11046
[7] Palladium-Catalyzed ortho-Halogenation of Tertiary Benzamides
Qiu, Fang-Cheng
Yang, Wen-Cheng
Chang, Yong-Zhen
Guan, Bing-Tao
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (10) : 1361 - 1364
[8] Palladium-catalyzed ortho-halogenation of diaryl oxime ethers
Bhattarai, Bijay T.
Adhikari, Sarju
Kimball, Elizabeth A.
Moore, Jane N.
Shaughnessy, Kevin H.
Snowden, Timothy S.
Fronczek, Frank R.
Dolliver, Debra D.
TETRAHEDRON LETTERS, 2014, 55 (34) : 4801 - 4806
[9] Pd-Cu mediated decarboxylative ortho-halogenation of aryl carboxylic acids
Cai, Hu
Fu, Zhengjiang
Jiang, Yongqing
Mei, Guangquan
Wang, Shuiliang
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
[10] Quinazoline-Assisted ortho-Halogenation with N-Halosuccinimides through Pd(II)-Catalyzed C(sp2)-H Activation
Wang, Yong
Wang, Hui
Yang, Qifan
Xie, Shihua
Zhu, Hongjun
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (33)

← 1 2 3 4 5 →