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2005
Fused pyrrole derivatives
R 0160
Synthesis of 6,6-Difluorocyclopropa[b]furo[2,3-c]pyrrole and 7-FluorofuDerivatives via 1,5-Electrocyclization of Carbene-Derived
35- 132 ro[3,2-c]pyridine
Azomethine Ylides. — Difluorocarbene is generated from dibromodifluoromethane
with activated lead in the presence of Bu4NBr under ultrasound irradiation. In situ trapping with imines results in formation of furopyrroles (III). In the case of substrates (IV),
the intermediate tetrafluorides [cf. (V)] can be isolated and further converted to the title
compounds by hydrolyzation on SiO2. Thermolysis of the lactams produces furopyridines in good yields. — (VOZNYI, I. V.; NOVIKOV*, M. S.; KHLEBNIKOV, A. F.;
Synlett 2005, 6, 1006-1008; Dep. Chem., St. Petersburg State Univ., St. Petersburg
198904, Russia; Eng.) — Mais
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