Chain extension with tert ‐butyl lithioacetate

1980; Royal Netherlands Chemical Society; Volume: 99; Issue: 4 Linguagem: Inglês

10.1002/recl.19800990411

ISSN

1878-7096

Autores

Wil Bos, H. J. J. Pabon,

Tópico(s)

Thermal and Kinetic Analysis

Resumo

Abstract Iodides containing methylene‐interrupted triple or double bonds can be chain‐extended in 45‐73% yield by reaction with tert ‐butyl lithioacetate in THF/HMPT at −35°C and subsequent acid‐catalyzed thermolysis at 100°C. Alkyl and allyl bromides or iodides give acids in yields of 60 to 89%. In some cases, minor amounts of methyl ketones were found. Alkyl chlorides and alkyl methane‐, benzene‐ or p ‐toluenesulphonates are not suitable.

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