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Borate esters: Simple catalysts for the sustainable synthesis of complex amides.

ABSTRACT: Chemical reactions for the formation of amide bonds are among the most commonly used transformations in organic chemistry, yet they are often highly inefficient. A novel protocol for amidation using a simple borate ester catalyst is reported. The process presents significant improvements over other catalytic amidation methods in terms of efficiency and safety, with an unprecedented substrate scope including functionalized heterocycles and even unprotected amino acids. The method was used to access a wide range of functionalized amide derivatives, including pharmaceutically relevant targets, important synthetic intermediates, a catalyst, and a natural product.

SUBMITTER: Sabatini MT

PROVIDER: S-EPMC5609808 | biostudies-other | 2017 Sep

REPOSITORIES: biostudies-other

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Borate esters: Simple catalysts for the sustainable synthesis of complex amides.

Sabatini Marco T MT Boulton Lee T LT Sheppard Tom D TD

Science advances 20170922 9

Chemical reactions for the formation of amide bonds are among the most commonly used transformations in organic chemistry, yet they are often highly inefficient. A novel protocol for amidation using a simple borate ester catalyst is reported. The process presents significant improvements over other catalytic amidation methods in terms of efficiency and safety, with an unprecedented substrate scope including functionalized heterocycles and even unprotected amino acids. The method was used to acce ...[more]

PMID: 28948222

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