Highly Efficient and Practical Thiocyanation of Imidazopyridines Using an N‐Chlorosuccinimide/NaSCN Combination. Issue 20 (19th June 2016)

• Record Type: Journal Article
• Authors: Zhang, Hailei; Wei, Qian; Wei, Shiqiang; Qu, Jingping; Wang, Baomin
• Is Part Of: European journal of organic chemistry. Issue 20(2016)
• Page Start: 3373
• Page End: 3379
• Publication Date: 2016-06-19
• Subjects: Synthetic methods -- Aromatic substitution -- Nitrogen heterocycles -- Thiocyanates -- Sulfur; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600485
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A direct C–H thiocyanation of imidazo[1, 2‐ a ]pyridines, and a practical sequential one‐pot condensation/C–H thiocyanation process, using a combination of N ‐chlorosuccinimide/NaSCN for the synthesis of 3‐thiocyanatoimidazo[1, 2‐ a ]pyridines have been developed. The reactions are environmentally friendly, and easy to carry out. They use readily available starting materials and mild reaction conditions, show a wide functional group tolerance, and give good to excellent yields. Abstract : A direct C–H thiocyanation of imidazopyridines, and a practical sequential one‐pot condensation/C–H thiocyanation process, using a combination of NCS/NaSCN have been developed. The reactions are environmentally friendly, and easy to carry out. They use readily available starting materials and mild reaction conditions, show a wide functional‐group tolerance, and give good to excellent yields.