2,6-Dichloro-9-thiabicyclo[3.3.1]nonane: Multigram Display of Azide and Cyanide Components on a Versatile Scaffold

Molecules

David D໚z D໚z¹  Antonella Converso²  K. Barry Sharpless² 

[1] Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, California 92037, USA;

关键词: Sulfur mustard;    azides;    cyanides;    neighboring-group participation;    multigram synthesis;   

DOI  :  10.3390/11040212

来源: mdpi

【 摘 要 】

2,6-Dichloro-9-thiabicyclo[3.3.1]nonane, easily available by an improved condensation of sulfur dichloride, sulfuryl chloride, and 1,5-cyclooctadiene, is a well-behaved scaffold for the nucleophilic substitution of azides and cyanides via neighboring-group participation by the sulfur atom. The products are isolated in high yields with purity >95% by simple extraction and washing protocols.

【 授权许可】

Unknown   
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