Two-Step Synthesis of α-Aryl-α-diazoamides as Modular Bioreversible Labels

α-Aryl-α-diazoamides were synthesized in two steps under mild conditions. This expeditious route employs Pd-catalyzed C-H arylation of N-succinimidyl 2-diazoacetate to obtain N-succinimidyl 2-aryl-2-diazoacetates, followed by aminolysis. The ensuing diazo compounds can esterify carboxyl groups in aq...

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Bibliographic Details
Main Authors: Jun, Joomyung V. (Author), Raines, Ronald T. (Author)
Format: Article
Language:English
Published: American Chemical Society (ACS), 2022-03-17T14:22:13Z.
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Online Access:Get fulltext
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100 1 0 |a Jun, Joomyung V.  |e author 
700 1 0 |a Raines, Ronald T.  |e author 
245 0 0 |a Two-Step Synthesis of α-Aryl-α-diazoamides as Modular Bioreversible Labels 
260 |b American Chemical Society (ACS),   |c 2022-03-17T14:22:13Z. 
856 |z Get fulltext  |u https://hdl.handle.net/1721.1/141239.2 
520 |a α-Aryl-α-diazoamides were synthesized in two steps under mild conditions. This expeditious route employs Pd-catalyzed C-H arylation of N-succinimidyl 2-diazoacetate to obtain N-succinimidyl 2-aryl-2-diazoacetates, followed by aminolysis. The ensuing diazo compounds can esterify carboxyl groups in aqueous solution, and the ester products are substrates for an esterase. The broad scope of the synthetic route enables the continued development of diazo compounds in chemical biology. 
546 |a en 
655 7 |a Article 
773 |t Organic Letters