Das Jaya Prakash, Sinha Pradipta, Roy Sujit
Organometallics and Catalysis Laboratory, Chemistry Department, Indian Institute of Technology, Kharagpur 721302, India.
Org Lett. 2002 Sep 5;4(18):3055-8. doi: 10.1021/ol0262901.
[reaction: see text] The nitrodecarboxylation of aromatic alpha,beta-unsaturated carboxylic acids and ring-activated benzoic acids can be achieved using nitric acid (3 equiv) and catalytic AIBN (2 mol %) in MeCN. From the effect of various additives, the nitrodecarboxylation is postulated to involve the generation of an acyloxy radical RCO(2)() by a NO(3)() radical followed by attack of a NO(2)(*) radical.
[反应:见正文] 芳族α,β-不饱和羧酸和环活化苯甲酸的硝酰脱羧反应可通过在乙腈中使用硝酸(3当量)和催化量的偶氮二异丁腈(2摩尔%)来实现。根据各种添加剂的作用推测,硝酰脱羧反应涉及由硝酸根自由基(NO₃*)生成酰氧基自由基RCO₂*,随后亚硝酸根自由基(NO₂*)进行进攻。