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Synthesis Of Spirooxindoles Bearing 1,3-Oxathiolane-2-Thione Moiety From Isatin-Derived Propargylic Alcohols

Jae Nyoung Kim,Sangku Lee

BULLETIN OF THE KOREAN CHEMICAL SOCIETY（2021）

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Abstract
Spirooxindoles bearing 1,3-oxathiolane-2-thione moiety were synthesized from isatin-derived propargylic alcohols and carbon disulfide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The spirooxindoles were formed stereoselectively via attack of the alkoxide of propargylic alcohol to carbon disulfide to form xanthate anion and a following 5-exo-dig cyclization process.
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Key words
Spirooxindoles, 1,3-Oxathiolane-2-thione, Isatin-derived propargylic alcohols, Carbon disulfide
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