Diastereoselective Synthesis of Spiro[Pyrrolo[2, 1-B][1, 3] Benzothiazole-3, 5′-[1, 3]Thiazolo[3, 2-B][1, 2, 4]Triazol]-6′-Ones via Cycloaddition Reaction of Benzothiazolium Salts. (July 2018)

• Record Type: Journal Article
• Authors: Zeng, Qing; Ren, Demin; Huang, Yulin; Fu, Xinliang; Li, Xiaofang
• Is Part Of: Journal of chemical research. Volume 42:Number 7(2018)
• Page Start: 371
• Page End: 373
• Publication Date: 2018-07
• Subjects: thiazolo[3, 2-b][1, 2, 4]triazol -- spirohetercycle -- pyrrolo[2, 1-b][1, 3]benzothiazole 1, 3-dipolar cycloaddition; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751918X15314846558430
• Languages: English
• ISSNs: 1747-5198

Abstract

The 1, 3-dipolar cycloaddition reaction of (Z)-5-arylidene[1, 3]thiazolo[3, 2-b][1, 2, 4]triazol-6(5H)-one and azomethine ylide, which was generated in situ by the reaction of N-4-methoxyphenacylbenzothiazolium bromides and triethylamine, afforded novel 2-(aryl)-1-(4-methoxybenzoyl)-1, 2-dihydrospiro[pyrrolo[2, 1-b][1, 3]benzothiazole-3, 5′-[1, 3]thiazolo[3, 2-b][1, 2, 4]triazol]-6′-ones in moderate yields. The structures of all the products were characterised thoroughly by NMR, IR and HRMS spectroscopy together with X-ray crystallographic analysis.