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Chemistry of Heterocyclic Compounds: Pyrroles, Part 2: The by Richard A. Jones PDF

By Richard A. Jones

ISBN-10: 0470187344

ISBN-13: 9780470187340

ISBN-10: 0471513067

ISBN-13: 9780471513063

Acylpyrroles (T. Toube).

Vinylpyrroles (B. Trofimov).

Aminopyrroles (G. Cirrincione, et al.).

3-Hydroxypyrroles (H. McNab & L. Monahan).

Index.Content:
Chapter I Acylpyrroles (pages 1–129): Trevor P. Toube
Chapter II Vinylpyrroles (pages 131–298): Boris A. Trofimov
Chapter III Aminopyrroles (pages 299–523): Girolamo Cirrincione, Anna Maria Almerico, Enrico Aiello and Gaetano Dattolo
Chapter IV 3?Hydroxypyrroles (pages 525–616): Hamish Mcnab and Lilian C. Monahan

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Additional resources for Chemistry of Heterocyclic Compounds: Pyrroles, Part 2: The Synthesis, Reactivity, and Physical Properties of Substituted Pyrroles, Volume 48

Example text

The 24ormylpyrrole 423a forms an oxime, 424a,which is explosive, but which can nevertheless be dehydrated to the and, in the same way, 423b can be converted into 424$ which cyanide 425a,283 gives the nitrile 425b in 81 YOyield on treatment with acetic anhydride. p. 4. ,'' I t is, however, usually more efficient to use the acyl halide rather than the ester.

P. p. p. p. 117-1 IS'C),r e ~ p e c t i v e l y . ' ~ ~ 231 a R=Me b R=H 238 R=Me b R-Ph 8 P 239 R=Me b R=Ph Acylpyrroles 240 11 b 24 I n=('oIEt K-CN a R=Me b R-Ph With cyclic dicarbonyl compounds, the Knoevenagel reaction proceeds with equal efficiency. p. p. 3. Reactions of Acyl Groups with Carbon Nucleophiles The 3,4-diformylpyrrole 252 reacts with the 3-ketoglutaric ester 253 to yield the cyclic ketone 2 S . 2 0 3Thiol and sulfoxide groups also stabilise adjacent carbanions, although not to the same extent as carbonyl groups.

The 24ormylpyrrole 423a forms an oxime, 424a,which is explosive, but which can nevertheless be dehydrated to the and, in the same way, 423b can be converted into 424$ which cyanide 425a,283 gives the nitrile 425b in 81 YOyield on treatment with acetic anhydride. p. 4. ,'' I t is, however, usually more efficient to use the acyl halide rather than the ester.

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Chemistry of Heterocyclic Compounds: Pyrroles, Part 2: The Synthesis, Reactivity, and Physical Properties of Substituted Pyrroles, Volume 48 by Richard A. Jones


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