Synthesis of Pyrazine–Thiazole Biheteroaryl Compounds through Base‐Promoted Oxidative Cross‐Dehydrogenative Coupling Reactions. Issue 12 (6th October 2017)

• Record Type: Journal Article
• Authors: Shan, Yuanyuan; Lai, Miao; Li, Rui; Wu, Zhiyong; Zhao, Mingqin
• Is Part Of: Asian journal of organic chemistry. Volume 6:Issue 12(2017)
• Page Start: 1715
• Page End: 1718
• Publication Date: 2017-10-06
• Subjects: azoles -- biheteroaryl compounds -- oxidation reactions -- pyrazine N-oxides -- synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201700449
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient and concise one‐pot protocol for the oxidative cross‐dehydrogenative coupling reaction of pyrazine N ‐oxides and 1, 3‐azole derivatives has been developed. Commercially available and inexpensive 1, 3‐azoles were used as the coupling partners. Various biheteroaryl compounds were obtained in up to 67 % yields. This methodology provides a convinent way to construct the pyrazine–thiazole biheteroaryl moieties. Thermogravimetric analysis indicated that the fracture temperature of one of the biheteroaryl compounds was about 237 °C. Abstract : An efficient one‐pot protocol for the oxidative cross‐dehydrogenative coupling reaction of pyrazine N ‐oxides and 1, 3‐azole derivatives has been disclosed. Various biheteroaryl compounds were obtained in moderate to good yields. This methodology provides a practical pathway for the construction of pyrazine–thiazole biheteroaryl moieties and features high practicality and environmental friendliness.