hydrogen; RhH(CO)(triphenylphosphine)3 in tetrahydrofuran T=100°C; P=46503.7 Torr; 18 h;

hydrogen; tri-cyclo-hexyl-phosphine; RhH(CO)(triphenylphosphine)3 in tetrahydrofuran T=100°C; P=46503.7 Torr; 18 h; Yields of byproduct given;

2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in benzene 20 h; Heating;

1: 2.64 g / triethylamine / CH2Cl2 / 20 °C 2: 80 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C 3: 55 percent / NaNO2; phloroglucinol; urea / dimethylformamide / 48 h 4: 96 percent / NaOMe / tetrahydrofuran / 4 h / Heating 5: 92 percent / DMAP / CH2Cl2 / 20 °C 6: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 7: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 55 percent / NaNO2; phloroglucinol; urea / dimethylformamide / 48 h 2: 96 percent / NaOMe / tetrahydrofuran / 4 h / Heating 3: 92 percent / DMAP / CH2Cl2 / 20 °C 4: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 5: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 80 percent / CBr4; PPh3 / CH2Cl2 / 0 - 20 °C 2: 55 percent / NaNO2; phloroglucinol; urea / dimethylformamide / 48 h 3: 96 percent / NaOMe / tetrahydrofuran / 4 h / Heating 4: 92 percent / DMAP / CH2Cl2 / 20 °C 5: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 6: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 96 percent / NaOMe / tetrahydrofuran / 4 h / Heating 2: 92 percent / DMAP / CH2Cl2 / 20 °C 3: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 4: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 92 percent / DMAP / CH2Cl2 / 20 °C 2: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 3: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 90 percent / TMSOTf; 2,6-lutidine / CH2Cl2 / 20 °C 2: 90 percent / tributyltin hydride; AIBN / benzene / 20 h / Heating View Scheme

1: 92 percent / LiAlH4 / diethyl ether / 3 h / Heating 2: 75 percent / H2 / HRh(CO))PPh3)3 / tetrahydrofuran / 18 h / 100 °C / 46503.7 Torr View Scheme