1: diiodomethane With diethylzinc; trifluoroacetic acid in hexane; dichloromethane 0.333333 h; cooling; 2: 2-methyl-indene in hexane; dichloromethane T=20°C; 3 h;

hydrogen; platinum on activated charcoal in pentane

1: Zn(CH2I)2 With ethylene glycol dimethyl ether; trichloroacetic acid in hexane; dichloromethane T=-15°C; Simmons-Smith Cyclopropanation; 1 h; Schlenk techniqueInert atmosphere; 2: 2-methyl-indene in hexane; dichloromethane T=-15 - 25°C; Simmons-Smith Cyclopropanation; 20 h; Schlenk techniqueInert atmosphere;

1: 62 percent / 1 percent HCl / methanol / 1.) reflux 2 h; 2.) r.t., 12 h 2: 1.) NaH / 1.) diglyme; 2.) diglyme, 180 deg C, 45 min View Scheme

sodium hydride 1.) diglyme; 2.) diglyme, 180 deg C, 45 min; Yield given. Multistep reaction;

sodium hydride 1.) THF, 15 min; 2.) THF, irradiaton, 30 min; Yield given. Multistep reaction. Yields of byproduct given;

in hexane 24 h; Irradiation;

in hexane T=-45°C; 2 h; Irradiationvarious conditions investigated; Product distributionMechanism;