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2004
Thiophene derivatives
R 0090
Solution-Phase Microwave-Assisted Synthesis of Unsubstituted and Modified
and Sexithiophenes. — A variety of poorly soluble unsubstituted and
46- 111 α-Quinquemodified α-quinque- and sexithiophenes is prepared by microwave-assisted Suzuki
cross coupling reaction of ter- and tetrathiophene halides with thienylboronic acids in
toluene—methanol solution. Good yields of the coupling products (III), (VI) are
achieved within a few minutes. Additionally, a new microwave-assisted transformation
of aldehydes into nitriles [cf. (IV)] is presented. Microwave irradiation can also be used
in the Sonogashira coupling of dithiophene dibromides like (VII) with ethynylthiophene (VIII) to give oligothiophenes containing acetylenic spacers in good yields.
— (MELUCCI, M.; BARBARELLA*, G.; ZAMBIANCHI, M.; DI PIETRO, P.;
BONGINI, A.; J. Org. Chem. 69 (2004) 14, 4821-4828; Cons. Naz. Ric., Ist. Sin. Org.
Fotoreatt., CNR, I-40129 Bologna, Italy; Eng.) — Mischke
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