Sontakke Geetanjali S, Shukla Rahul K, Volla Chandra M R
Department of Chemistry, Indian Institute of Technology Bombay, Powai-400076, Mumbai, India.
Beilstein J Org Chem. 2021 Feb 17;17:485-493. doi: 10.3762/bjoc.17.42. eCollection 2021.
A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available -oxides and -sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.
通过易于获得的α-氧化物和α-磺酰基-1,2,3-三唑,实现了喹啉和异喹啉的无金属、无添加剂、高效、步骤经济的脱氧C2-杂芳基化反应。在温和的反应条件下,以良好的区域选择性和优异的产率合成了多种α-三唑基喹啉衍生物。此外,克级规模的一锅法合成证明了所开发方法的有效性和简便性。还发现当前的转化反应适用于天然产物的后期修饰。