Tetrahedron

Ortho-spirocarbonates and ortho-spirothiocarbonates: synthesis, functionalization and coupling

E Cadoni, E Perra, C Fattuoni, G Bruno, MG Cabiddu…

Index: Cadoni, Enzo; Perra, Efisio; Fattuoni, Claudia; Bruno, Giuseppe; Cabiddu, Maria G.; De Montis, Stefania; Cabiddu, Salvatore Tetrahedron, 2009 , vol. 65, # 11 p. 2279 - 2284

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Citation Number: 2

Abstract

This paper describes a new efficient synthesis of 2, 2′-spirobi-(1, 3-benzoxathiole)(1), 2, 2′-spirobi-(1, 3-benzodithiole)(2) and 2, 2′-spirobi-(1, 3-benzodioxole)(3). Compound 3 has been functionalized by means of metallation reaction followed by electrophilic quenching to give carboxylic acids, aldehydes and alcohols. Furthermore compound 3 was subjected to homo-coupling and its dimeric structure was determined by XRD analysis.