Palladium-Catalyzed Serendipitous Synthesis of Arylglyoxylic Amides from Arylglyoxylates and N,N-Dialkylamides in the Presence of Halopyridines | Zendy

Joydev K. Laha | Zendy; Ketul V. Patel | Zendy; K. S. Satyanarayana Tummalapalli | Zendy; Mandeep Kaur Hunjan | Zendy

Open Access

Palladium-Catalyzed Serendipitous Synthesis of Arylglyoxylic Amides from Arylglyoxylates and N,N-Dialkylamides in the Presence of Halopyridines

Author(s) -

Joydev K. Laha,

Ketul V. Patel,

K. S. Satyanarayana Tummalapalli,

Mandeep Kaur Hunjan

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b00894

Subject(s) - chemistry , palladium , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry

A palladium-catalyzed synthesis of arylglyoxylic amides by the reaction of arylglyoxylates and N , N -dialkylamides in the presence of a 2,3-dihalopyridine has been realized for the first time. An anticipated 2,3-diaroylpyridine did not form in this reaction. The current study unveils an unprecedented role of 2,3-dihalopyridine toward this amidation. Our mechanistic study reveals that the arylglyoxylate could react with halopyridine to form a traceless activated pyridyl ester of arylglyoxylic acid, which upon subsequent reaction with amino surrogate, N , N -dialkylamides could form the arylglyoxylic amides.

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