286955-96-2Relevant academic research and scientific papers
Nucleophilic intramolecular cyclization reactions of alkynechalcogenolates
Abramov,Dehaen,D'Hooge,Petrov,Smeets,Toppet,Voets
, p. 3933 - 3940 (2000)
2-(ortho-Hydroxyphenyl)-alkynethiolates and -selenolates, obtained through base catalyzed ring cleavage of 4-(ortho-hydroxyphenyl)-1,2,3- thiadiazoles and -1,2,3-selenadiazoles, smoothly transform into 2- benzofuranthiolates and -selenolates. These reactive intermediates can be alkylated in high yield. This reaction sequence could be applied to the synthesis of electron rich thiacrown ethers. The 2-(ortho-aminophenyl)- alkynethiolate analogously forms 2-methylsulfanylindole. (C) 2000 Elsevier Science Ltd.
