1638606-74-2Relevant articles and documents
Rhodium(II)-catalyzed intramolecular cycloisomerizations of methylenecyclopropanes with N-Sulfonyl 1,2,3-Triazoles
Chen, Kai,Zhu, Zi-Zhong,Zhang, Yong-Sheng,Tang, Xiang-Ying,Shi, Min
supporting information, p. 6645 - 6649 (2014/07/08)
A novel rhodium(II)-catalyzed tandem cycloisomerization of methylenecyclopropanes (MCPs) with N-sulfonyl 1,2,3-triazoles is disclosed. The reaction produces a series of highly functionalized polycyclic Nheterocycles via a rhodium imino carbene intermediate. A distinct feature of this divergent synthesis is that different types of substrates control the reaction pathways. Moreover, several interesting transformations of these products to construct diazabicyclo[3.2.1]octane derivatives are also reported. The azavinyl rhodium carbenes derived from N-sulfonyltriazole methylenecyclopropanes were found to be very reactive in the divergent synthesis of N-containing heterocycles. Different types of cycloisomerizations were observed depending on the substrates. Derivatization of the products easily gave a series of diazabicyclo[3.2.1]octane derivatives. Bs=bromobenzenesulfonyl, Ms=methanesulfonyl, Piv=pivalate, Ts=4-toluenesulfonyl.