Department of Chemistry , University of Georgia , Athens , Georgia 30602 , United States.
Org Lett. 2018 Nov 2;20(21):6845-6849. doi: 10.1021/acs.orglett.8b02975. Epub 2018 Oct 17.
A convenient Cadiot-Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromoolefin precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.
描述了一种方便的 Cadiot-Chodkiewicz 协议,该协议便于使用低分子量炔烃偶联试剂。该方法涉及从二溴烯烃前体中进行原位消除,并立即进行铜催化条件处理,从而避免了挥发性溴化炔烃的危害。描述了该方法的范围,并初步评估了在钌催化的叠氮化物-炔烃环加成反应中内部 1,3-二炔产物。