<i>tert‐</i>Butyl Nitrite Mediated Different Functionalizations of Internal Alkenes: Paths to Furoxans and Nitroalkenes

Abstract

Abstract tert ‐Butyl nitrite (TBN) reacts differently with various internal alkenes leading to interesting and useful products. Synthesis of 1,2,5‐oxadiazole‐ N ‐oxides (furoxans) has been achieved from internal alkenes using tert ‐butyl nitrite (TBN), quinoline and K 2 S 2 O 8 . Under an identical reaction condition α,β‐unsaturated carboxylic acids and cyclic and acyclic internal alkenes both afforded nitroalkenes as the sole product via decarboxylative and direct nitration path respectively. magnified image