Hypervalent Iodine(III) Reagents as Safe Alternatives to α-Nitro-α-diazocarbonyls
Hypervalent Iodine(III) Reagents as Safe Alternatives to α-Nitro-α-diazocarbonyls
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高价碘 (III) 试剂作为 α-硝基-α-重氮羰基的安全替代品
DOI：
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发表时间：
2003
期刊：
影响因子：
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通讯作者：
A. Charette
中科院分区：
文献类型：
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作者：
Ryan P. Wurz;A. Charette
与原位生成的碘叶立德的环丙烷化反应允许高效地制备取代的1-硝基-1-羰基环丙烷。这种强健的环丙烷化反应可以在有机溶剂、两相水介质中进行，也可以在无溶剂的条件下与烯烃底物进行。与α-硝基-α-重氮羰基化合物相比，原位生成的碘叶立德在反应性上显示出一些惊人的差异。它们不发生O-−-H插入反应，与某些烯烃的反应性降低。
A cyclopropanation reaction involving iodonium ylides generated in situ allows for efficient preparation of substituted 1-nitro-1-carbonyl cyclopropanes. This robust cyclopropanation reaction can be performed in organic solvents, biphasic aqueous media, or under solvent-free conditions with alkene substrates. The iodonium ylides generated in situ display some surprising differences in reactivity when compared to α-nitro-α-diazocarbonyl compounds. They do not undergo O−H insertion reactions and exhibit reduced reactivity with certain alkenes.