ZnCl2‐Promoted One‐Pot Three‐Component Synthesis of Multisubstituted Thiazolo[4, 5‐b]pyridines and Thieno[2, 3‐b:4, 5‐b′]dipyridines. Issue 3 (4th December 2014)

• Record Type: Journal Article
• Authors: Luo, Laichun; Meng, Lanlan; Peng, Yangqiu; Xing, Yongning; Sun, Qi; Ge, Zemei; Li, Runtao
• Is Part Of: European journal of organic chemistry. Issue 3(2015)
• Page Start: 631
• Page End: 637
• Publication Date: 2014-12-04
• Subjects: Multicomponent reactions -- Polycycles -- Sulfur heterocycles -- Cyclization -- Synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201403156
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A ZnCl2 ‐promoted one‐pot synthesis of multisubstituted thiazolo[4, 5‐ b ]pyridines and thieno[2, 3‐ b :4, 5‐ b′ ]dipyridines from mercaptonitrile salts, α‐bromo ketones and ketones has been developed. This approach involves a tandem SN 2 alkylation/Thorpe–Ziegler cyclization/Friedländer reaction, which allows the creation of two hetero rings and four new bonds in a single operation. The reaction proceeds smoothly under solvent‐free conditions to afford fused pyridines in moderate to good yields. Abstract : A facile ZnCl2 ‐promoted one‐pot three‐component synthesis of thiazolo[4, 5‐ b ]pyridines and thieno[2, 3‐ b :4, 5‐ b′ ]dipyridines is described. This approach involves a tandem SN 2/Thorpe–Ziegler cyclization/Friedländer reaction to give fused pyridines in moderate to good yields.