Role of Benzylic Deprotonation in Nickel-Catalyzed Benzylic Dehydrogenation

被引:4
作者
Zhang, Pengpeng [1 ]
Cantrell, Rachel L. [1 ]
Newhouse, Timothy R. [1 ]
机构
[1] Yale Univ, Dept Chem, 225 Prospect St, New Haven, CT 06520 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
Ni catalysis; dehydrogenation; benzylic anion; heteroarene; deuteration; ASYMMETRIC ALLYLIC ALKYLATIONS; ELECTROPHILIC AMINATION; SUBSTITUTION; NUCLEOPHILES; ARYLATION; ZINCATION; BASE;
D O I
10.1055/s-0040-1720446
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylarenes are readily functionalized via the corresponding benzylic anions. Benzylic anions have been used for a range of catalytic reactions, including Ni-catalyzed dehydrogenation. Interestingly, the employment of Zn(TMP)(2) for slow and incomplete deprotonation of the benzylic position was observed. This manuscript describes a preliminary investigation into the deprotonation of heteroarenes and its relationship to Ni-catalyzed benzylic dehydrogenation.
引用
收藏
页码:1652 / 1656
页数:5
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