Di-tert-butylazodicarboxylate

Marko and coworkers [195, 196] reported that a combination of Cu2Cl2 (5 mol%), phenanthroline (5 mol%) and di-tert-butylazodicarboxylate, DBAD (5 mol%), in the presence of 2 equivalents of K2C03, catalyzes the aerobic oxidation of allylic and benzylic alcohols (Fig. 4.68). Primary aliphatic alcohols, e.g. 1-decanol, could be oxidized but required 10 mol% catalyst for smooth conversion. 

Diethyl and di-ter/-butyl hydrazodicarboxylate are dehydrogenated to diethyl- and di-tert-butylazodicarboxylate, respectively, by nitric acid [1184] and by iV-bromosuccinimide [1185] (equation 493). 

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