脱羧炔基化反应。
Decarboxylative Alkynylation.
机构信息
The Scripps Research Institute (TSRI), North Torrey Pines Road, La Jolla, CA, 92037, USA.
Asymchem Laboratories (Tianjin) Co., Ltd., TEDA, Tianjin, 300457, P.R. China.
出版信息
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11906-11910. doi: 10.1002/anie.201705107. Epub 2017 Aug 1.
Abstract
The development of a new decarboxylative cross-coupling method that affords terminal and substituted alkynes from various carboxylic acids is described using both nickel- and iron-based catalysts. The use of N-hydroxytetrachlorophthalimide (TCNHPI) esters is crucial to the success of the transformation, and the reaction is amenable to in situ carboxylic acid activation. Additionally, an inexpensive, commercially available alkyne source is employed in this formal homologation process that serves as a surrogate for other well-established alkyne syntheses. The reaction is operationally simple and broad in scope while providing succinct and scalable avenues to previously reported synthetic intermediates.
摘要
描述了一种新的脱羧交叉偶联方法的发展，该方法使用镍基和铁基催化剂，可从各种羧酸得到末端和取代的炔烃。N-羟基四氯邻苯二甲酰亚胺（TCNHPI）酯的使用对转化的成功至关重要，并且该反应适用于原位羧酸活化。此外，在这个形式的同系化过程中，使用了一种廉价的、商业上可获得的炔烃源，该源替代了其他成熟的炔烃合成方法。该反应操作简单，适用范围广泛，同时为以前报道的合成中间体提供了简洁和可扩展的途径。
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