Synthesis of spirooxindoles bearing 1,3-oxathiolane-2-thione moiety from isatin-derived propargylic alcohols

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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.
Keyword
Spirooxindoles1,3-Oxathiolane-2-thioneIsatin-derived propargylic alcoholsCarbon disulfide
ISSN
0253-2964
Publisher
Wiley
DOI
http://dx.doi.org/10.1002/bkcs.12206
Type
Article
Appears in Collections:
Ochang Branch Institute > Chemical Biology Research Center > 1. Journal Articles
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