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CuCl/AgSbF6 and Rh2(OAc)4 Comparison for the Synthesis of N-O Tethered Three and Five Membered Rings via Diazo Chemistry
Chemistry Letters ( IF 1.6 ) Pub Date : 2021-01-13 , DOI: 10.1246/cl.200863
Gokce Merey 1 , H. Nur Kubilay 2 , Olcay Anac 2
Affiliation  

Diazocarbonyl compounds are versatile precursors of carbenes leading to various structures by using several metal catalysts, especially copper and rhodium salts. In this study, eight different diazocarbonyls having N-O moiety were used. The N-O tethered structures were preferred because they may allow some useful transformations of the final products into valuable compounds via N-O cleavage. In the presence of double bond on the –OR function of the starting diazo compound, CuCl/AgSbF6 catalyst yielded only cyclopropyl fused oxazinane / oxazepane derivatives over cyclopropanation while Rh2(OAc)4 catalyst was giving mainly isooxazolidinones via C-H insertion.

中文翻译:

CuCl / AgSbF6和Rh2(OAc)4的重氮化学合成NO束缚的三元环和五元环的比较

重氮羰基化合物是碳烯的通用前体,通过使用多种金属催化剂(特别是铜盐和铑盐)可形成各种结构。在这项研究中,使用了八个不同的具有NO部分的重氮羰基。优选的是NO束缚结构,因为它们可以允许通过NO裂解将最终产物一些有用的转化为有价值的化合物。在起始重氮化合物的-OR功能上存在双键时,CuCl / AgSbF 6催化剂在环丙烷化反应中仅生成环丙基稠合的恶嗪烷/恶唑烷衍生物,而Rh 2(OAc)4催化剂通过CH插入主要生成异恶唑烷酮。
更新日期:2021-01-13
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