Dual Role of Alkynyl Bromides in One-Step Synthesis of Bromo-Substituted Alkynyl Sulfides
摘要:
An atom-economical and environmentally friendly method for synthesis of bromo-substituted alkynyl sulfides has been developed. In the absence of any additive, alkynyl bromides could react with tetrahydrothiophene to give bromo-substituted alkynyl sulfides in moderate to perfect yields.
An efficient and general method for the synthesis of 2-alkynyltetrahydrofuran was developed. The regioselective functionalization of the C(sp(3))-H bond adjacent to an oxygen atom with various alkynyl bromides has been achieved under transition-metal-free reaction conditions. Sodium fluoride was found, for the first time, to promote the efficient functionalization process remarkably. Moreover, 1,2-dibromostyrenes were also found to be effective in this method forming 2-alkenyltetrahydrofurans.