Cristol-Firth脱羰卤代反应

在加热或光照条件，羧酸经过氧化汞和卤素（主要是溴或碘）处理，羧基取代为相应的卤素的反应。此反应与Hunsdiecker反应类似也自由基机理。此反应与Hunsdiecker反应相比，可以用羧酸和氧化汞一锅法进行卤代，而不用于先转化为相应的羧酸银盐。

反应实例

Chlorobromobenzene (2).  A solution of p-chlorobenzoic acid 1 (1.56 g, 10 mmol) in CCl4 (50 mL) and red HgO (15 mmol) was refluxed and irradiated (100 Wbulb). Bromine (15 mmol) was added via a syringe. After 3 h the mixture was cooled to 20 C and washed (aq NaHCO3, 30 mL). Usual workup afforded 1.5 g of 2 (80%).

【Meyers AI, J Org Chem, 1979, 44, 3405】

相关文献

1 Cristol S, Firth W J Org Chem 1961 26 280

2 Cason J J Org Chem 1972 37 669

3 Meek JS Org Syn Coll Vol 1973 V 126

4 Meyers AI J Org Chem 1979 44 3405

5 Augmiller JC Org Syn Coll Vol 1988 VI 179

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 108.