Lekkala Chinnari, Bodala Varaprasad, Yettula Kumari, Karasala Bharat Kumar, Podugu Rajitha Lakshmi, Vidavalur Siddaiah
Department of Organic Chemistry & FDW, Andhra University, Visakhapatnam 530003, India.
ACS Omega. 2022 Jul 27;7(31):27157-27163. doi: 10.1021/acsomega.2c01586. eCollection 2022 Aug 9.
A simple and efficient protocol has been developed to access symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles from arylacetic acids and hydrazides copper-catalyzed dual oxidation under an oxygen atmosphere. Oxidative decarboxylation of arylacetic acids and oxidative functionalization of the imine C-H bond are the key steps. This is the first example of the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles through dual oxidation in one-pot. Avoidance of the expensive ligand and high yield of the products are advantageous features of the developed method.
已开发出一种简单高效的方法,可在氧气气氛下通过铜催化的双重氧化,从芳基乙酸和酰肼制备对称和不对称的2,5-二取代-1,3,4-恶二唑。芳基乙酸的氧化脱羧和亚胺C-H键的氧化官能化是关键步骤。这是通过一锅法双重氧化合成2,5-二取代-1,3,4-恶二唑的首个实例。避免使用昂贵的配体以及产物的高收率是该方法的优势特点。