Tetrahedron

Synthesis of thiazolo [4, 3-a] isoindoles by intramolecular cycloaddition-elimination reactions of 4-methyl-5-(substituted) imino-Δ 2-1, 2, 3, 4-thiatriazolines

G L'abbé, S Leurs, I Sannen, W Dehaen

Index: L'abbe, Gerrit; Leurs, Stefan; Sannen, Ingrid; Dehaen, Wim Tetrahedron, 1993 , vol. 49, # 20 p. 4439 - 4446

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Citation Number: 23

Abstract

Fused thiazolidine 11 and thiazoline derivatives 19a–c are obtained by intramolecular cycloaddition-elimination reactions of appropriately substituted 5-iminothiatriazolines 10 and 18a–c. The incorporation of a sidechain phenyl group excercises a favorable effect on cyclization since no reaction is observed with 25. Comparable intermolecular reactions also fail to occur.

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