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

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...

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Published inOrganic letters Vol. 17; no. 3; pp. 496 - 499
Main Authors He, Yu-Peng, Zhang, Chao, Fan, Mengyang, Wu, Zhijie, Ma, Dawei
Format Journal Article
LanguageEnglish
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
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Summary: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-2-carboxylate-embodied dipeptides via Raney Ni-catalyzed hydrogenation.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol503514t