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
Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine , Canal Road, Jammu-18001, India.
J Org Chem. 2015 Feb 6;80(3):1929-36. doi: 10.1021/jo502477r. Epub 2015 Jan 28.
A metal-free cross-dehydrogenative coupling method for the synthesis of N-substituted azoles has been developed. The TBAI/TBHP system catalyzed the coupling of azoles with ethers and thioethers via α-C(sp(3))-H activation. Under the optimized conditions, a diverse range of un/substituted azoles such as 1H-benzimidazole, 9H-purine, 1H-benzotriazole, 1H-1,2,3-triazole, 1H-1,2,4-triazole, and 1H-pyrazole were successfully employed for coupling with various ethers and thioethers such as tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethyl ether, tetrahydrothiophene, and 1,3-dithiolane.
已开发出一种用于合成N-取代唑类的无金属交叉脱氢偶联方法。TBAI/TBHP体系通过α-C(sp(3))-H活化催化唑类与醚类和硫醚类的偶联反应。在优化条件下，多种未取代/取代的唑类，如1H-苯并咪唑、9H-嘌呤、1H-苯并三唑、1H-1,2,3-三唑、1H-1,2,4-三唑和1H-吡唑，成功地用于与各种醚类和硫醚类，如四氢呋喃、四氢吡喃、1,4-二氧六环、二乙醚、四氢噻吩和1,3-二硫戊环的偶联反应。
