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Directed Cobalt-Catalyzed anti-Markovnikov Hydroalkylation of Unactivated Alkenes Enabled by "Co-H" Catalysis.
Organic Letters ( IF 4.9 ) Pub Date : 2020-05-13 , DOI: 10.1021/acs.orglett.0c01365
Dandan Yang 1 , Hai Huang 2 , Meng-Hui Li 1 , Xiao-Ju Si 1 , He Zhang 1 , Jun-Long Niu 1 , Mao-Ping Song 1
Affiliation  

The earth-abundant cobalt-catalyzed anti-Markovnikov hydroalkylation of unactivated alkenes with oxime esters was achieved by introducing an 8-aminoquinoline directing group on the alkenes. The catalytic system, consisting of commercially available Co(acac)3 and PhMeSiH2, enables the construction of unfunctionalized C(sp3)–C(sp3) bonds and features exclusive anti-Markovnikov selectivity, good functional group tolerance, and the avoidance of an extra ligand, oxidant, or base. Mechanistic insight into this new catalytic system indicates the involvement of both alkyl radical and cobalt hydride intermediates.

中文翻译:

通过“ Co-H”催化实现未活化的烯烃的直接钴催化的反马氏化学加氢烷基化。

通过在烯烃上引入一个8-氨基喹啉导向基团,实现了地球上富钴的未活化烯烃与肟酯的钴催化马氏化学加氢烷基化反应。催化系统由市售的Co(acac)3和PhMeSiH 2组成,能够构建未官能化的C(sp 3)–C(sp 3)键,并具有独特的马尔科夫尼科夫选择性,良好的官能团耐受性和避免额外的配体,氧化剂或碱。对这种新催化体系的机械分析表明,烷基自由基和氢化钴中间体都参与其中。
更新日期:2020-05-13
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