Tosylmethylisocyanide (TosMIC) [3+2] cycloaddition reactions: A facile Van Leusen protocol for the synthesis of the new class of spirooxazolines, spiropyrrolines and Chromeno[3,4-c]pyrrols
作者:Ahmad Shaabani、Heshmatollah Sepahvand、Ayoob Bazgir、Hamid Reza Khavasi
DOI:10.1016/j.tet.2018.10.039
日期:2018.12
The reactivity and chemo-, regio- and diastreo-selectivity of tosylmethyl isocyanides (TosMIC) are investigated in Van Leusen type [3 + 2] cycloaddition reactions with the various activate cyclic ketones and double CC bonds in the synthesis of spirooxazolines, spiropyrrolines and chromeno[3,4-c]pyrrols in good to excellent yields under catalyst-free conditions without any activation at ambient temperature
在Van Leusen型[3 + 2]环加成反应中研究了甲苯磺酰基甲基异氰化物(TosMIC)的反应性和化学选择性,区域选择性和二异丁烯二选择性,其中螺环恶唑啉,螺吡咯啉和chromeno [3,4- c ]吡咯在无催化剂条件下的收率好至极好,在环境温度下没有任何活化作用。