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在中性pH条件下促进腙和肟形成方面具有高活性的新型有机催化剂支架。

New organocatalyst scaffolds with high activity in promoting hydrazone and oxime formation at neutral pH.

作者信息

Larsen Dennis, Pittelkow Michael, Karmakar Saswata, Kool Eric T

机构信息

Department of Chemistry, Stanford University , Stanford, California 94305-5017, United States.

出版信息

Org Lett. 2015 Jan 16;17(2):274-7. doi: 10.1021/ol503372j. Epub 2014 Dec 29.

DOI:10.1021/ol503372j
PMID:25545888
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4301078/
Abstract

The discovery of two new classes of catalysts for hydrazone and oxime formation in water at neutral pH, namely 2-aminophenols and 2-(aminomethyl)benzimidazoles, is reported. Kinetics studies in aqueous solutions at pH 7.4 revealed rate enhancements up to 7-fold greater than with classic aniline catalysis. 2-(Aminomethyl)benzimidazoles were found to be effective catalysts with otherwise challenging aryl ketone substrates.

摘要

报道了在中性pH值的水中用于腙和肟形成的两类新型催化剂的发现，即2-氨基酚和2-(氨基甲基)苯并咪唑。在pH 7.4的水溶液中的动力学研究表明，其反应速率比经典的苯胺催化提高了7倍。发现2-(氨基甲基)苯并咪唑是用于其他具有挑战性的芳基酮底物的有效催化剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/173512811ef5/ol-2014-03372j_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/61f3fa492524/ol-2014-03372j_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/f4880a84917a/ol-2014-03372j_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/173512811ef5/ol-2014-03372j_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/61f3fa492524/ol-2014-03372j_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/f4880a84917a/ol-2014-03372j_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57fa/4301078/173512811ef5/ol-2014-03372j_0004.jpg

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