Conversion of α-Anilino Alkenenitriles to Amides by Chemoselective Palladium-Catalyzed Arylations

Water Solvent Method for Esterification and Amide Formation between Acid Chlorides and Alcohols Promoted by Combined Catalytic Amines: Synergy between N‐Methylimidazole and N,N,N′,N′‐Tetramethylethylenediamine (TMEDA)

“…The following esters and amides obtained in this paper are known compounds: 1-octyl 3-phenylpropanoate, [9] 9-decen-1-yl 3-phenylpropanoate, [10] 6-chlorohexyl 3-phenylpropanoate, [10] 2-hexyn-1-yl 3-phenylpropanoate, [10] ethyl 6-(3-phenylpropanoyloxy)hexanoate, [10] phenyl 3-phenylpropanoate, [11] 1-phenylethyl 3-phenylpropanoate, [12] methallyl 3-phenylpropanoate, [13] 1-octyl cyclohexanecarboxylate, [14] 1-octyl 3,3-dimethylbutanoate, [15] 1-octyl benzoate, [10] 3-octyl benzoate, [16] 1-octyl methacrylate, [17] 1-ethynyl-2-methyl-2-pentenyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (chlovaporthrin: a vaporthrin analogue), [18] 3-phenoxybenyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (permethrin), [19] N-carbobenzoxy-l-proline phenylmethyl ester, [20] N-methyl-N-phenyl-3-phenylpropanamide, [21] N-phenyl-3-phenylpropanamide, [22] N-(4-chlorophenyl)-3-phenylpropanamide, [23] N-(2-chlorophenyl)-3-phenylpropanamide, [23] N-[(S)-1-phenylethyl]-3-phenylpropanamide, [10] N-(3-phenylpropionoyl)piperidine, [10] N-methoxy-N-methyl 3-phenylpropanamide, [24] N-(2,2-dimethoxyethyl)-3-phenylpropanamide, [25] N-methyl-N-phenylbenzamide, [26] N-phenylbenzamide, [27] N-benzoylpiperidine, [10] N-methyl-Nphenylcyclohexanamide, [28] N-phenylcyclohexanamide, [29] Ncyclohexanecarbonylpiperidine, [10] N-methyl-N-phenyl-3,3-dimethylbutanamide, [30] N-phenyl-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanamide. [31] Typical Procedure for Esterification (Table 2, entry 1).…”

Captodative aminoalkenes

“…133 Noteworthy are the palladium-catalysed reactions of 2-(Nmethylanilino)alkenonitriles with iodobenzene. 286 Owing to the studies performed by De Kimpe and co-workers, 184,195 this transformation of cyanoenamines became an efficient procedure for the synthesis of the corresponding amides.…”