Abstract
2-Acylcyclopropane carboxylic acids (1) are degraded by aHunsdiecker reaction using red HgO/Br2 to mixtures oftrans- andcis-2-bromo-cyclopropyl alkanones, the former being the major component. The starting materials may be easily prepared by reaction of stabilised S-ylides\((CH_3 )_2 \mathop S\limits^ \oplus \mathop C\limits^ \ominus HOOC_2 H_5 {\text{ }}and{\text{ }}(CH_3 )_2 \mathop S\limits^ \oplus \mathop C\limits^ \ominus HOOC_6 H_5 \) with α,β-unsaturated oxo compounds or β-acylvinyltriphenylphosphonium bromides.
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Hammerschmidt, F., Zbiral, E. ZumHunsdiecker-Abbau von 2-Acylcyclopropancarbonsäuren. Monatshefte für Chemie 108, 1253–1263 (1977). https://doi.org/10.1007/BF01046438
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DOI: https://doi.org/10.1007/BF01046438