HRh(PPh3)4; trifluoroacetic acid in ethanol T=85°C; Cyclization; Dehydration; 1.75 h;

1.1: LDA / tetrahydrofuran / 1 h / -78 - 20 °C 1.2: 77 percent / tetrahydrofuran / -78 - 20 °C 2.1: PhBCl2 / 1,2-dichloro-ethane / 1 h / 0 °C 2.2: 32 percent / iPr2NEt / 1,2-dichloro-ethane / 4.5 h / 0 - 20 °C 3.1: 16 percent / various solvent(s) / 2.5 h / 180 °C 4.1: 51 percent / TFA; (PPh3)4RhH / ethanol / 1.75 h / 85 °C View Scheme

1.1: PhBCl2 / 1,2-dichloro-ethane / 1 h / 0 °C 1.2: 32 percent / iPr2NEt / 1,2-dichloro-ethane / 4.5 h / 0 - 20 °C 2.1: 16 percent / various solvent(s) / 2.5 h / 180 °C 3.1: 51 percent / TFA; (PPh3)4RhH / ethanol / 1.75 h / 85 °C View Scheme

ethanol; hydrazine hydrate Erhitzen des Reaktionsprodukts mit wss. CuSO4;

1: concentrated aqueous HCl; acetaldehyde 2: POCl3 View Scheme

1: POCl3 View Scheme

1: POCl3 2: N2H4+H2O; ethanol / Erhitzen des Reaktionsprodukts mit wss. CuSO4 View Scheme

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