Assembly of Indoline-2-carboxylate-Embodied Dipeptides via Pd-Catalyzed C(sp2)–H Bond Direct Functionalization

• Published in: Organic letters Vol. 17; no. 3; pp. 496 - 499
• Main Authors: He, Yu-Peng, Zhang, Chao, Fan, Mengyang, Wu, Zhijie, Ma, Dawei
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 06.02.2015; Amer Chemical Soc
• Subjects: Carboxylic Acids - chemical synthesis; Carboxylic Acids - chemistry; Catalysis; catalytic activity; chemical structure; Chemistry; Chemistry, Organic; Cyclization; dipeptides; Dipeptides - chemical synthesis; Dipeptides - chemistry; Hydrogenation; Indoles - chemical synthesis; Indoles - chemistry; Molecular Structure; organic compounds; palladium; Palladium - chemistry; phenylalanine; Physical Sciences; Science & Technology; PALLADIUM FLUORIDE; ACTIVATION; DIRECT ARYLATION; ACETOXYLATION; INDOLINE; COMPLEXES; REDUCTIVE ELIMINATION; DERIVATIVES; PD(II)-CATALYZED AMINATION; METALLOPROTEASE INHIBITORS

Intramolecular dehydrogenative cyclization of 2-methoxyiminoacyl-protected phenylalanine derivatives proceeded at 110 °C under catalysis of Pd(OAc)2 in the presence of 1-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate to afford substituted indoline-2-carboxylates that were converted into indoline...