Substituent effects in reactions of benzenes with 5-tert-butyl-3H-pyrazolylidene
✍ Scribed by W.L. Magee; H. Shechter
- Book ID
- 104238022
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 294 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The effects of substituents on the conversions of benzenes by 5-tert-butyl-3flpyrazolylidene to (substituted phenyl)pyrazoles and pyrazolo[l,5-+]azocines are described.
5-Dart-butyl-3E-pyrazolylidene (L), as derived from thermolysis of 3-tert-butyl+-diazopyrazole,ia effects substitution and ring-expansion (Eq 1) of benzene (;1c) to T(5)-tert-butyl-5(T)-phenylpyrazole (& 85-94) and 2-tert-butylpyrazolo[l,5-a]aeocine (k, 5-l@; a new heterocyciic system),
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract tert‐Butylsulfinyl chloride (**1**) reacts smoothly with tert‐butyl hydroperoxide (**2**) in the presence of pyridine to afford a variety of products including pyridinium tert‐butylsulfonate, tert‐butyl tert‐butylthiolsulfonate, tert‐butanol and tert‐butylsulfonyl chloride. The mechanis
3-Diazo-3H-1,2,4\_triazoles convert to singlet 3H-1,2,4-triazol-3-ylidenes which ((effect directed i?lectrophilic substitutions of benzene?-and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products. Aromatic substitution by carbenes is importa