Synthesis of spirooxindoles bearing 1,3-oxathiolane-2-thione moiety from isatin-derived propargylic alcohols
Cited 5 time in
Metadata Downloads
Title
Synthesis of spirooxindoles bearing 1,3-oxathiolane-2-thione moiety from isatin-derived propargylic alcohols
Author(s)
J N Kim; Sangku Lee
Bibliographic Citation
Bulletin of Korean Chemical Society, vol. 42, pp. 429-434
Publication Year
2021
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.