Derivatives of this compound are found in the Collins reagent, and in one developed by Corey and Suggs from the reaction of this compound with hydrochloric acid and chromium trioxide, known as PCC.
Hydroxymethyl derivatives of this compound are produced upon rearrangement in the presence of trifluoroacetic anhydride in the Boekelheide reaction. Oxides of this compound yield alpha-acyloxy substituted product when this compound is boiled with acetic anyhdride and sodium acetate in the Katada reaction. Substituted salts of this compound are formed via an iminium chloride intermediate in the Zincke reaction. Three equivalents of aldehyde in ammonia undergo an imine formation, an aldol condensation, and a Michael addition to produce this compound in the Chichibabin synthesis. Derivatives of this compound are found in the Collins reagent, and in one developed by Corey and Suggs from the reaction of this compound with hydrochloric acid and chromium trioxide, known as PCC. Friedel-Crafts reactions fail for this compound since electrophiles react at this compound's basic nitrogen. For 10 points, name this heterocycle consisting of a nitrogen-substituted benzene ring.
Hydroxymethyl derivatives of this compound are produced upon rearrangement in the presence of trifluoroacetic anhydride in the Boekelheide reaction.
pyridine [accept C5H5N; accept azene; accept azabenzene]