tin(ll) chloride; sodium nitrite

hydrogenchloride; sodium nitrate in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane; water; toluene

Multistep reaction.;

1: para-iodophenyl hydrazine With adipic acid-functionalized polystyrene; benzotriazol-1-ol; diisopropyl-carbodiimide; triethylamine in dichloromethane 2: benzaldehyde-4-boronic acid With potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate in 1,4-dioxane T=95°C; Suzuki reaction; 24 h; 3: With pyridine; copper diacetate in methanol T=20°C; 2 h; Further stages.;

1: para-iodophenyl hydrazine With polystyrene-NHCO(CH2)4COOH; benzotriazol-1-ol; diisopropyl-carbodiimide in dichloromethane Solid phase reaction; 2: dihydroxy-thien-2-ylborane With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate in N,N-dimethyl-formamide T=90°C; Suzuki coupling reaction; 24 h; 3: With pyridine; copper diacetate in methanol T=20°C; Oxidation; 2 h;

1: para-iodophenyl hydrazine With polystyrene-NHCO(CH2)4COOH; benzotriazol-1-ol; diisopropyl-carbodiimide in dichloromethane Solid phase reaction; 2: 2-(tri-n-butylstannyl)furan With tris-(dibenzylideneacetone)dipalladium(0); triphenyl-arsane in 1,4-dioxane T=60°C; Stille reaction; 24 h; 3: With propylamine; copper diacetate T=20°C; Oxidation; 2 h;

1: para-iodophenyl hydrazine With adipic acid-functionalized polystyrene; benzotriazol-1-ol; diisopropyl-carbodiimide; triethylamine in dichloromethane 2: (4-acetylbenzene)boronic acid With potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate in 1,4-dioxane T=95°C; Suzuki reaction; 24 h; 3: With pyridine; copper diacetate in methanol T=20°C; 2 h; Further stages.;

1: para-iodophenyl hydrazine With polystyrene-NHCO(CH2)4COOH; benzotriazol-1-ol; diisopropyl-carbodiimide in dichloromethane Solid phase reaction; 2: (4-methoxyphenyl)-boronic acid With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); water in N,N-dimethyl-formamide T=80°C; Suzuki coupling reaction; 24 h; 3: With propylamine; copper diacetate T=20°C; Oxidation; 2 h;

1: para-iodophenyl hydrazine With adipic acid-functionalized polystyrene; benzotriazol-1-ol; diisopropyl-carbodiimide; triethylamine in dichloromethane 2: (3-acetylphenyl)boronic acid With potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate in 1,4-dioxane T=95°C; Suzuki reaction; 24 h; 3: With pyridine; copper diacetate in methanol T=20°C; 2 h; Further stages.;

1: para-iodophenyl hydrazine With adipic acid-functionalized polystyrene; benzotriazol-1-ol; diisopropyl-carbodiimide; triethylamine in dichloromethane 2: 5-formyl-2-thiopheneboronic acid With potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate in 1,4-dioxane T=95°C; Suzuki reaction; 24 h; 3: With pyridine; copper diacetate in methanol T=20°C; 2 h; Further stages.;