Ag2O/PPh3/TBD-Catalyzed the Synthesis of 3,6-Diazabicyclo[3.2.1]octane Derivatives
The five membered nitrogen-containing heterocycle is an important structural unit in indole alkaloids and drug intermediates.In the past few decades,there have been numerous literature reports on the synthesis of single cyclic pyrrolidone.Among them,the 1,3-dipolar cycloaddition between imine ylides and electron-deficient olefins is the most commonly used method for preparing a wide variety of pyrrolidines.However,there are few reports on the synthesis of bicyclic compounds with pyrrolidine structures.This article reports the one-step synthesis of racemic 3,6-diazabicyclo[3.2.1]octane derivatives using different series of azomethine ylides and α-substituted terminal olefin amides as raw materials,and Ag(I)/PPh3 as catalytic system under the action of organic or inorganic bases.Compared with existing methods,this experimental method has the characteristics of simple steps,inexpensive and easily obtainable raw materials,mild reaction conditions,and wide substrate adaptability.
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