Synthesis of Spirooxindoles Bearing 1,3‐Oxathiolane‐2‐thione Moiety From Isatin‐Derived Propargylic Alcohols

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 car...

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Veröffentlicht in:Bulletin of the Korean Chemical Society 2021, 42(3), , pp.429-434
Hauptverfasser: Kim, Jae Nyoung, Lee, Sangku
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Sprache:eng
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Zusammenfassung: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. Synthesis of spirooxindoles bearing 1,3‐oxathiolane‐2‐thione moiety.
ISSN:1229-5949
0253-2964
1229-5949
DOI:10.1002/bkcs.12206