偶氮二异丁腈引发的简单醇与二芳基（芳基乙炔基）氧化膦的氧化C-H官能化：一种无金属合成羟甲基苯并[]氧化膦和6-茚并[2,1-]磷杂吲哚5-氧化物衍生物的方法。
Azobisisobutyronitrile-Initiated Oxidative C-H Functionalization of Simple Alcohols with Diaryl(arylethynyl)phosphine Oxides: A Metal-Free Approach toward Hydroxymethyl Benzo[]phosphole Oxides and 6-Indeno[2,1-]phosphindole 5-Oxide Derivatives.
作者信息
Guo Jiami, Mao Chenlu, Deng Bin, Ye Liyi, Yin Yingwu, Gao Yuxing, Tu Song
机构信息
Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, China.
Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, China.
出版信息
J Org Chem. 2020 May 15;85(10):6359-6371. doi: 10.1021/acs.joc.0c00118. Epub 2020 Apr 23.
The first metal-free and facile radical addition/cyclization of simple alcohols with diaryl(arylethynyl)phosphine oxides has been described with azobisisobutyronitrile as a radical initiator, affording an efficient and one-pot procedure to access a new class of hydroxymethyl benzo[]phosphole oxides and 6-indeno[2,1-]phosphindole 5-oxides for potential application in organic materials via sequential C(sp)-H/C(sp)-H functionalization. The method employs easily accessible starting materials and is endowed with high regioselectivity and broad functional-group tolerance.
以偶氮二异丁腈为自由基引发剂，首次报道了简单醇与二芳基（芳基乙炔基）氧化膦的无金属且简便的自由基加成/环化反应，通过连续的C(sp)-H/C(sp)-H官能团化反应，提供了一种高效的一锅法来合成一类新型的羟甲基苯并[]氧化膦和6-茚并[2,1-]磷杂吲哚5-氧化物，这些化合物在有机材料中具有潜在应用价值。该方法使用易于获得的起始原料，具有高区域选择性和广泛的官能团耐受性。
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