摘要
Beckmann rearrangement reaction represents one of the most significant reactions in organic synthesis, and plays a very important role in the field of synthetic chemistry. The traditional Beckmann rearrangement reactions generally require high temperature and strong acids, and suffer from harsh conditions and serious environmental pollution. In this work, based on the efficient and commercial available cobalt tetrafluoroborate hexahydrate, the catalyst systems capable of highly efficient catalytic Beckmann rearrangement of ketoxime derivatives were developed, providing the amides with broad functional-group compatibility and high yields(up to 97%). With the active Co-catalyst in hands, the catalytic system also successfully conducted the transformantion on a 10 gram-grade scale, gaving the desirable product in 71% yield. Moreover, the Co-catalyzed Beckmann rearrangement reaction was extended to a one-pot protocol using ketone and hydroxylamine hydrochloride as reactive materials, offering the yield of products up to 94%. The novel system proceeded with additives and solvent free, and showed high atom-economy and good functional-group tolerance.
- 出版日期2018-5-10
- 单位台州学院