An Efficient Ni/Pd Catalyzed Chemoselective Synthesis of 1,3,2-Benzodiazaborininones from Boronic Acids and Anthranilamides

被引：14

作者：

Wang, Hao-Jie ^{[1
]}

Zhang, Mo ^{[1
]}

Li, Wen-Jing ^{[1
]}

Ni, Yu ^{[1
]}

Lin, Jin ^{[1
]}

Zhang, Zhan-Hui ^{[1
]}

机构：

[1] Hebei Normal Univ, Coll Chem & Mat Sci, Natl Demonstrat Ctr Expt Chem Educ, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Hebei, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 21期

基金：

中国国家自然科学基金;

关键词：

1,3,2-benzodiazaborininones; boronic acids; anthranilamide; Ni/Pd; green synthesis; ONE-POT SYNTHESIS; CRYSTAL-STRUCTURES; BORYLATION; FUNCTIONALIZATION; DERIVATIVES;

D O I：

10.1002/adsc.201900827

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient Ni/Pd catalyzed chemoselective synthesis of 1,3,2-benzodiazaborininones from boronic acids and anthranilamide has been developed. This protocol allows for the rapid and straightforward access to a wide range of 1,3,2-benzodiazaborininones at roomtemperature with excellent functional group tolerance.

引用

页码：5018 / 5024

页数：7

共 50 条

[1] Synthesis of functionalized helical BN-benzo[c]phenanthrenes
Abengozar, Alberto
Garcia-Garcia, Patricia
Sucunza, David
Perez-Redondo, Adrian
Vaquero, Juan J.
[J]. CHEMICAL COMMUNICATIONS, 2018, 54 (20) : 2467 - 2470
[2] Synthesis, Optical Properties, and Regioselective Functionalization of 4a-Aza-10a-boraphenanthrene
Abengozar, Alberto
Garcia-Garcia, Patricia
Sucunza, David
Manuel Frutos, Luis
Castano, Obis
Sampedro, Diego
Perez-Redondo, Adrian
Vaquero, Juan J.
[J]. ORGANIC LETTERS, 2017, 19 (13) : 3458 - 3461
[3] Toward Efficient Nucleophilic Azaborine Building Blocks for the Synthesis of B-N Naphthyl (Hetero)arylmethane lsosteres
Amani, Javad
Molander, Gary A.
[J]. ORGANIC LETTERS, 2015, 17 (14) : 3624 - 3627
[4] Synthesis of Fused B-Containing Heterocyclic Compounds and Their Relevant Optical Properties
An, Zhenyu
Wu, Mingzhong
Kang, Jie
Ni, Jixiang
Qi, Zhenjie
Yuan, Bingxiang
Yan, Rulong
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (34) : 4812 - 4817
[5] Late-Stage Functionalization of 1,2-Dihydro-1,2-azaborines via Regioselective Iridium-Catalyzed C-H Borylation: The Development of a New N,N-Bidentate Ligand Scaffold
Baggett, Andrew W.
Vasiliu, Monica
Li, Bo
Dixon, David A.
Liu, Shih-Yuan
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (16) : 5536 - 5541
[6] Boron-containing inhibitors of synthetases
Baker, Stephen J.
Tomsho, John W.
Benkovic, Stephen J.
[J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (08) : 4279 - 4285
[7] Recent Developments in Azaborinine Chemistry
Belanger-Chabot, Guillaume
Braunschweig, Holger
Roy, Dipak Kumar
[J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2017, (38-39) : 4353 - 4368
[8] Synthesis and characterization of an unnatural boron and nitrogen-containing tryptophan analogue and its incorporation into proteins
Boknevitz, Katherine
Italia, James S.
Li, Bo
Chatterjee, Abhishek
Liu, Shih-Yuan
[J]. CHEMICAL SCIENCE, 2019, 10 (19) : 4994 - 4998
[9] Campbell P.G., 2012, Angew. Chem, V124, P6178, DOI DOI 10.1002/ANGE.201200063
[10] Recent Advances in Azaborine Chemistry
Campbell, Patrick G.
Marwitz, Adam J. V.
Liu, Shih-Yuan
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (25) : 6074 - 6092

← 1 2 3 4 5 →