Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions

Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions
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DOI:
10.1021/op060155c
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发表时间:
2007-01-01
影响因子:
3.4
通讯作者:
Aycock, David F.
Aycock, David F.
中科院分区:
化学3区
文献类型:
--
作者:
Aycock, David F.

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2-甲基四氢呋喃(MeTHF)是一种市售溶剂,由可再生资源生产。MeTHF的性质使其在溶剂极性和刘易斯碱强度方面介于四氢呋喃(THF)和乙醚之间。在许多情况下,MeTHF可以在有机金属反应中代替THF。格氏试剂在MeTHF和THF中的形成和反应是相似的。MeTHF可用作低温锂化、氢化铝锂还原、Reformatsky反应和金属催化偶联反应的溶剂。MeTHF也是两相反应中二氯甲烷的良好替代品。
2-Methyltetrahydrofuran (MeTHF) is a commercially available solvent that is produced from renewable resources. The properties of MeTHF place it between tetrahydrofuran (THF) and diethyl ether in solvent polarity and Lewis base strength. In many cases, MeTHF can replace THF in organometallic reactions. The formation and reaction of Grignard reagents in MeTHF and THF are similar. MeTHF can be used as a solvent for low-temperature lithiation, for lithium aluminum hydride reductions, for the Reformatsky reaction, and for metal-catalyzed coupling reactions. MeTHF is also a good substitute for dichloromethane in biphasic reactions.