4.8 Article

Fe-Catalyzed decarbonylative alkylation-peroxidation of alkenes with aliphatic aldehydes and hydroperoxide under mild conditions

期刊

GREEN CHEMISTRY
卷 21, 期 2, 页码 269-274

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8gc02834f

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资金

  1. National Natural Science Foundation of China [21772168]
  2. Opening Fund of Beijing National Laboratory for Molecular Sciences
  3. Xiangtan University Academic Leader Program [11QDZ20]
  4. Hunan Provincial Natural Science Foundation [2016JJ2122]
  5. Key Foundation of Education Bureau of Hunan Province [17A208]
  6. Hunan 2011 Collaborative Innovation Centre of Chemical Engineering & Technology with Environmental Benignity and Effective Resource Utilization
  7. Project of Innovation Team of the Ministry of Education [IRT_17R90]

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A convenient Fe-catalyzed decarbonylative alkylation-peroxidation of alkenes with aliphatic aldehydes and TBHP to provide chain elongated peroxides is developed, which is further applied to the one-pot synthesis of alkylated ketones. Aliphatic aldehydes were decarbonylated into 1 degrees, 2 degrees and 3 degrees alkyl radicals at low temperature which subsequently allows the cascade construction of C(sp(3))-C(sp(3)) and C(sp(3))-O bonds via radical insertion and radical-radical coupling. Various alkenes including mono-substituted, terminally disubstituted or internally disubstituted styrenes bearing synthetically useful functional groups and electron- poor acrylates were tolerated.

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