Industrial Applications of Boric Acid And Boronic Acid‐Catalyzed Direct Amidation Reactions

Anderson, Joanne E.; Cobb, Jannine; Davis, Roman; Dunn, Peter J.; Fitzgerald, Russ N.; Pettman, Alan

doi:10.1002/9781118354520.ch06

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2016

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“…21,22 A wealth of boric acid catalyzed amidations have been devoted to the applications of the synthesis of active pharmaceutical ingredients (API). [23][24][25][26] The aforementioned boric acid catalyzed amidation has received many applications in green chemistry as well. 19 Boric acid catalyzed direct amidation offers the advantage of atom-and step-economy and obviates protection/deprotection steps.…”

Section: Syn Thesismentioning

confidence: 99%

Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids

et al. 2016

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A novel and facile boric acid catalyzed direct amidation between amino-azaarene compounds and carboxylic acids has been developed. The amidation proceeded cleanly and provided good to excellent yields of the desired amides. Boric acid is a green and inexpensive catalyst. We have also found that N,N,N′,N′-tetramethylpropane-1,3-diamine acted as an additive accelerating this boric acid catalyzed amidation. A mixed acid anhydride is postulated to be the active intermediate responsible for this successful amidation. This direct amidation is an atom-and step-economical reaction.

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Section: Syn Thesismentioning

confidence: 99%