Single-Electron Transmetalation: Protecting-Group-Independent Synthesis of Secondary Benzylic Alcohol Derivatives via Photoredox/Nickel Dual Catalysis

被引：37
作者：
Karimi-Nami, Rahman [1 ,2 ]
Tellis, John C. [1 ]
Molander, Gary A. [1 ]
机构：
[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA
[2] Univ Tehran, Univ Coll Sci, Sch Chem, POB 14155-6455, Tehran 14174, Iran
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 11期
关键词：
MERGING PHOTOREDOX; CROSS-COUPLINGS; HALIDES; ARYL; ALKYLSILICATES; SILICATES; ACIDS;
D O I：
10.1021/acs.orglett.6b00911
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Protecting-group-independent cross-coupling of alpha-alkoxyalkyl- and alpha-acyloxyalkyltrifluoroborates with aryl and heteroaryl bromides is achieved through application of photoreddx/nickel dual catalysis. Reactions occur under exceptionally mild conditions, with outstanding functional group compatibility and excellent observed tolerance of heteroarenes. This method offers expedient access to protected secondary benzylic alcohol motifs bearing benzyl, pivaloyl, and N,N-diisopropylcarbamoyl protecting groups.
引用
收藏
页码：2572 / 2575
页数：4
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