School of Chemistry and Molecular Engineering , East China Normal University , 500 Dongchuan Road , Shanghai 200241 , P.R. China.
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development , East China Normal University , Shanghai 200062 , P.R. China.
Org Lett. 2019 Sep 20;21(18):7539-7543. doi: 10.1021/acs.orglett.9b02810. Epub 2019 Sep 6.
Here, a catalyst-controlled chemodivergent 1,6-addition of -quinone methides with alkynes was developed, affording diverse alkynyl- and vinyl-substituted diarymethanes. In this transformation, copper catalyzed the direct 1,6-addition of -QMs with alkynes, while iron promoted the three components reaction of -QMs, alkynes, and halogens from iron salts or added HX acid. The salient features of this transformation include completely controllable chemoselectivity, mild conditions, inexpensive catalysts, and good substrates scopes.
在这里，开发了一种催化剂控制的 1,6-加成反应，使醌甲醚与炔烃发生反应，生成各种炔基和乙烯基取代的二芳基甲烷。在这个转化过程中，铜催化 -QMs 与炔烃的直接 1,6-加成，而铁促进了来自铁盐或添加的 HX 酸的 -QMs、炔烃和卤素的三组分反应。这种转化的显著特点包括完全可控的化学选择性、温和的条件、廉价的催化剂和良好的底物范围。
