Rapid consecutive three-component coupling-Fiesselmann synthesis of luminescent 2,4-disubstituted thiophenes and oligothiophenes.
نویسندگان
چکیده
(Hetero)aroyl chlorides, alkynes, and ethyl 2-mercapto acetate can be reacted in a consecutive three-component synthesis to give 2,4-disubstituted thiophene 5-carboxylates in good to excellent yields. In the sense of a pseudo-five-component reaction highly blue luminescent symmetrical terthiophenes and a quinquethiophene can be synthesized in excellent yield.
منابع مشابه
Synthesis of functionalized thiophenes and oligothiophenes by selective and iterative cross-coupling reactions using indium organometallics.
The synthesis of unsymmetrical 2,5-disubstituted thiophenes by selective and sequential palladium-catalyzed cross-coupling reactions of indium organometallics with 2,5-dibromothiophene is reported. Following an iterative coupling sequence, α-oligothiophenes were synthesized in good yields and with high atom economy.
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(Hetero)aryl bis-acid chlorides and terminal alkynes, or likewise acid chlorides and terminal dialkynes, and ethyl 2-mercaptoacetate can be reacted to give highly luminescent symmetrical terthiophenes and quinquethiophenes in the sense of a consecutive pseudo-five-component reaction in good to excellent yields. Further functionalization of the obtained oligomers can be readily achieved by halog...
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Fully conjugated π-expanded macrocyclic oligothiophenes with 24π to 180π electron systems have been synthesized using a modified McMurry coupling reaction as the key step. For the synthesis of cyclo[n](2,5-thienylene-ethynylene)s composed of thiophenes and acetylenes, bromination-dehydrobromination and double elimination procedure were employed. X-ray analyses of macrocyclic oligothiophenes wit...
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ورودعنوان ژورنال:
- Chemical communications
دوره 48 15 شماره
صفحات -
تاریخ انتشار 2012