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. (C) 2009 Elsevier Ltd. All rights reserved.
Ortho-spirocarbonates and ortho-spirothiocarbonates: synthesis, functionalization and coupling
CADONI, ENZO;FATTUONI, CLAUDIA;CABIDDU, MARIA GRAZIA;
2009-01-01
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. (C) 2009 Elsevier Ltd. All rights reserved.
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