n-Bu4NI/TBHP-catalyzed C-N bond formation via cross-dehydrogenative coupling of 1H-1,2,4-triazoles (N-H) and methylarenes (Csp3-H)

被引:13
作者
Abebe, Habtamu
Vidavalur, Siddaiah [1 ]
Battula, Venkateswara Rao
机构
[1] Andhra Univ, Coll Sci & Technol, Dept Organ Chem, Visakhapatnam, Andhra Pradesh, India
关键词
METAL-FREE; OXIDATIVE ESTERIFICATION; MEDIATED CARBONYLATION; EFFICIENT SYNTHESIS; DUAL AROMATASE; 1,2,4-TRIAZOLES; ETHERS; AZOLES; 1,2,4-OXADIAZOLES; ALKYLBENZENES;
D O I
10.1039/c6ra18968g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient n-Bu4NI/TBHP-catalyzed protocol for C-N bond formation via cross-dehydrogenative coupling of 1H-1,2,4-triazoles (N-H) and methylarenes (C-sp3-H) has been developed under metal free conditions. A series of methylarenes and 1H-1,2,4-triazoles are tolerated in this method and gave the corresponding 1-benzyl-1,2,4-triazoles in moderate to good yields.
引用
收藏
页码:82289 / 82293
页数:5
相关论文
共 45 条
[1]   Biological Aspects of Emerging Benzothiazoles: A Short Review [J].
Ali, Ruhi ;
Siddiqui, Nadeem .
JOURNAL OF CHEMISTRY, 2013, 2013
[2]  
[Anonymous], 2006, TURK J CHEM
[3]   Cross-Dehydrogenative Coupling of Azoles with α-C(sp3)-H of Ethers and Thioethers under Metal-Free Conditions: Functionalization of H-N Azoles via C-H Activation [J].
Aruri, Hariprasad ;
Singh, Umed ;
Sharma, Sumit ;
Gudup, Satish ;
Bhogal, Mukesh ;
Kumar, Sanjay ;
Singh, Deepika ;
Gupta, Vivek K. ;
Kant, Rajni ;
Vishwakarma, Ram A. ;
Singh, Parvinder Pal .
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (03) :1929-1936
[4]   Synthesis and antimicrobial activities of some new 1,2,4-triazole derivatives [J].
Bayrak, Hacer ;
Demirbas, Ahmet ;
Bektas, Hakan ;
Karaoglu, Sengul Alpay ;
Demirbas, Neslihan .
TURKISH JOURNAL OF CHEMISTRY, 2010, 34 (06) :835-846
[5]   Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities [J].
Bayrak, Hacer ;
Demirbas, Ahmet ;
Demirbas, Neslihan ;
Karaoglu, Senguel Alpay .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (11) :4362-4366
[6]   IMPROVED FISCHER INDOLE REACTION FOR THE PREPARATION OF N,N-DIMETHYLTRYPTAMINES - SYNTHESIS OF L-695,894, A POTENT 5-HT1D RECEPTOR AGONIST [J].
CHEN, CY ;
SENANAYAKE, CH ;
BILL, TJ ;
LARSEN, RD ;
VERHOEVEN, TR ;
REIDER, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) :3738-3741
[7]  
Dyker G, 2005, HANDBOOK OF C-H TRANSFORMATIONS: APPLICATIONS IN ORGANIC SYNTHESIS, VOL 1, pV
[8]  
Ersan S, 1998, FARMACO, V53, P773
[9]   CARCINOGENIC AND ANTI-TUMOR EFFECTS OF AMINOTRIAZOLE ON ACATALASEMIC AND NORMAL CATALASE MICE [J].
FEINSTEIN, RN ;
FRY, RJM ;
STAFFELDT, EF .
JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1978, 60 (05) :1113-1116
[10]   A Metal-Free Oxidative Esterification of the Benzyl C?H Bond [J].
Feng, Jie ;
Liang, Shuai ;
Chen, Shan-Yong ;
Zhang, Ji ;
Fu, Song-Sen ;
Yu, Xiao-Qi .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (07) :1287-1292