title: 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.
abstract: 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.
authors.affiliation: Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine , Canal Road, Jammu-18001, India.
authors.forename: Hariprasad
authors.initials: H
authors.lastname: Aruri
authors.forename: Umed
authors.initials: U
authors.lastname: Singh
authors.forename: Sumit
authors.initials: S
authors.lastname: Sharma
authors.forename: Satish
authors.initials: S
authors.lastname: Gudup
authors.forename: Mukesh
authors.initials: M
authors.lastname: Bhogal
authors.forename: Sanjay
authors.initials: S
authors.lastname: Kumar
authors.forename: Deepika
authors.initials: D
authors.lastname: Singh
authors.forename: Vivek K
authors.initials: VK
authors.lastname: Gupta
authors.forename: Rajni
authors.initials: R
authors.lastname: Kant
authors.forename: Ram A
authors.initials: RA
authors.lastname: Vishwakarma
authors.forename: Parvinder Pal
authors.initials: PP
authors.lastname: Singh
mesh_terms: D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry*; D006860:Hydrogen Bonding; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D013440:Sulfides / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001393:Azoles; D004987:Ethers; D008670:Metals; D013440:Sulfides; D014230:Triazoles