1269800-46-5Relevant academic research and scientific papers
Facile synthesis of 3,4-diiododihydrothiophenes via electrophilic iodocyclization
Yang, Fan,Jin, Tienan,Bao, Ming,Yamamoto, Yoshinori
, p. 936 - 938 (2011/03/21)
A facile, efficient, and general synthetic method for the construction of 3,4-diiododihydrothiophenes has been developed via the electrophilic iodocyclization of various S-hydroxy-2-butynyl ethanethioates. Application of the resulting iodine-containing pr
Facile synthesis of dihaloheterocycles via electrophilic iodocyclization
Yang, Fan,Jin, Tienan,Bao, Ming,Yamamoto, Yoshinori
scheme or table, p. 10147 - 10155 (2012/01/03)
An efficient and facile electrophilic iodocyclization for the synthesis of various O-, N-, and S-containing dihaloheterocycles has been developed. A wide range of the substituted propargyl alcohols having -OH, -NTs, and -SAc functional groups reacted with molecular iodine or bromoiodine at ambient temperature to produce the corresponding dihalogenated O-, N-, and S-containing five- and six-membered heterocycles in good to high yields; Under optimized solvent conditions, the reactions of various substituted but-2-yn-1-ones bearing -OH, -NTs, and -SAc functional groups at C4-position, with iodine or bromoiodine at ambient temperature afforded the corresponding 3,4-diiodo- and 3-bromo-4-iodo-substituted furans, pyrroles, and thiophenes in good to high yields. Further transformation of the resulting iodine- or bromine-containing products to polyaromatics potentially of useful as organo-material intermediates has been investigated.
