Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.
Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.
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DOI：
10.1039/c5sc01875g
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发表时间：
2015-10-01
期刊：
影响因子：
8.4
通讯作者：
Dong G
中科院分区：
文献类型：
--
作者：
Chen PH;Sieber J;Senanayake CH;Dong G
A reagent-free Rh-catalyzed ring-expansion reaction via C–C cleavage of cyclobutenones and benzocyclobutenones is reported. Here we report a reagent-free rhodium-catalyzed ring-expansion reaction via C–C cleavage of cyclobutenones. A variety of poly-substituted cyclopentenones and 1-indanones can be synthesized from simple cyclobutenones and benzocyclobutenones. The reaction condition is near pH neutral without additional oxidants or reductants. The potential for developing a dynamic kinetic asymmetric transformation of this reaction has also been demonstrated. Further study supports the proposed pathway involving Rh-insertion into the cyclobutenone C–C bond, followed by β-hydrogen elimination, olefin insertion and reductive elimination.
