Syntheses of 4H-thiopyran-4-one 1, 1-dioxides as precursors to sulfone-containing analogs of tetracyanoquinodimethane

…, MR Detty, JE Kaeding, JA Sinicropi

Index: Rule; Detty; Kaeding; Sinicropi Journal of Organic Chemistry, 1995 , vol. 60, # 6 p. 1665 - 1673

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Citation Number: 38

Abstract

Synthetic routes to the unsubstituted 4H-thiopyran-Cone 1, l-dioxide (5a), 2, 6-dialkyl- substituted, 2-aryl-or 2-heteroaryl-6-alkyl-substituted, 2, 6-diaryl-or diheteroaryl-substituted, and 2-heteroaryl-6-aryl-substituted 4H-thiopyran-4-one 1, l-dioxides 5b-s are described. Sodium hydrosulfide hydrate in buffered aqueous alcohol can be used as a substitute for hydrogen sulfide gas for the introduction of sulfur to methyl acrylate, to 1, 5-disubstituted-l, ...