Iminium carbonic acid derivative salts. XII. electrophilic reactions of 2‐methylthio‐4,5‐dihydrothiazolium iodides, 5‐methyl‐2‐methylthiothiazolium iodides and 2‐methylthio‐5,6‐dihydro‐1,3‐thiazinium iodides. part III. With Vinylogous and Phenylogous Active Methylene Compounds

• Published in: Journal of Heterocyclic Chemistry
• Main Authors: Hanefeld, Wolfgang, Harms, Helge
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 1998
• Subjects: Ketene; Carbonic acid
• Online Access: http://dx.doi.org/10.1002/jhet.5570350110; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjhet.5570350110; https://onlinelibrary.wiley.com/doi/pdf/10.1002/jhet.5570350110

Abstract 3‐Benzyl‐2‐memyltmo‐4,5‐dmydrothiazolium iodide ( 1 ), 5‐metlyl‐2‐methylthio‐3‐phenethylthiazolium iodide ( 4 ) and 3‐methyl and 3‐benzyl‐2‐methylthio‐5,6‐dihydro‐1,3‐thiazinium iodides 7a, b were reacted with the vinylogous doubly activated CH‐acidic compounds 2a‐d and the phenylogous doubly activated components 8, 11, 16, 19 and 21 to yield new types of S, N ‐heterocycles 3, 5, 6, 9, 10, 12, 13, 14, 15 with the partial structure of push‐pull substituted butadienes and 17, 18, 20, 22, 23 and 24 with the character of push‐pull substituted phenyl ketene S, N ‐acetals.