333383-93-0Relevant articles and documents
Unusual Skeletal Reorganization of Oxetanes for the Synthesis of 1,2-Dihydroquinolines
Guo, Wengang,Huang, Hai,Qian, Chenxiao,Sun, Jianwei,Wang, Guannan
supporting information, p. 11245 - 11249 (2020/05/29)
Skeletal reorganization is a type of fascinating transformations owing to their intriguing mechanisms and utility in complex molecule synthesis. However, only a limited amount of examples are known for most functional groups. Herein, we describe such an unusual process of oxetanes. In the presence of In(OTf)3 as catalyst, oxetane-tethered anilines reacted unexpectedly to form 1,2-dihydroquinolines. This process not only provides expedient access to dihydroquinolines, but also represents a new reaction of oxetane. Mechanistically, it is believed that the reaction proceeds through initial nitrogen attack rather than arene attack followed by a series of bond cleavage and formation events. Control experiments provided important insights into the mechanism.
Intermediates for synthesis of vinblastine compound and method for synthesizing the intermediate
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Page 4; 5, (2010/11/30)
Intermediates A, which are important in the whole synthesis of vindoline; and a method of synthesizing intermediates respectively represented by the general formulae B and C. By the method, the target intermediates are effectively synthesized with satisfactory reproducibility. This synthesis method is especially suitable for mass production. General formula A General formula B General formula C
