Takeshi Hata, Koki Nishi, Koki Yamaguchi, Yuta Tatsumi, Naomi Tanaka, Masayuki Shigeta, Hirokazu Urabe
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引用次数: 0
Abstract
This study aims to develop a more efficient, functional-group-tolerant approach using stable nitroalkanes and reductive coupling reactions with aliphatic Grignard/cerium and organozinc reagents. The treatment of nitroalkanes with aliphatic Grignard reagents in the presence of a catalytic amount of CuF<sub>2</sub> and stoichiometric amount of CeCl<sub>3</sub> affords various nitrones in good yields as single isomers. The reaction of tertiary nitroalkanes with organozinc reagents affords various functionalized nitrones without CuF<sub>2</sub> or CeCl<sub>3</sub>. These reductive coupling reactions proceed without the loss of functional groups such as alkene, alkyne, benzyl ether, chlorine, ester, and nitrile moieties. Nitrones can also be used as precursors for [3+2] cyclizations with electron-withdrawing alkenes and alkynes.
期刊介绍:
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