Preparation of Acrylophenones and 2-Alkyl Indanones Utilizing Hexamethylenetetramine as an Inexpensive Mannich Reagent.
- 1 May 1996
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 26 (9), 1775-1784
- https://doi.org/10.1080/00397919608002617
Abstract
Hexamethylenetetramine/acetic anhydride-promoted α-methylenation of aryl alkyl ketones followed by acid-catalyzed cyclization of the resulting acrylophenones produce 2-alkyl indanones in excellent yields.Keywords
This publication has 10 references indexed in Scilit:
- Further advances in the chemistry of mannich basesTetrahedron, 1990
- Friedel-Crafts reactions of ethyl cyclopropanecarboxylateThe Journal of Organic Chemistry, 1981
- N,N,N',N'-Tetramethylmethanediamine. A simple, effective Mannich reagentThe Journal of Organic Chemistry, 1976
- (1-Oxo-2-substituted-5-indanyloxy)acetic acids, a new class of potent renal agents possessing both uricosuric and saluretic activity. Reexamination of the role of sulfhydryl binding in the mode of action of acylphenoxyacetic acid salureticsJournal of Medicinal Chemistry, 1975
- 2 Chromone-2- and -3-carboxylic Acids and their DerivativesProgress in Medicinal Chemistry, 1973
- Advances in the Chemistry of Mannich BasesSynthesis, 1973
- Ring Expansion of 2-Substituted 1-Indanones to 2-Hydroxyisocarbostyril Derivatives. Scope and Mechanism of Reaction. A Spectral Study of the Lactam—Lactim Tautomerism in Isocarbostyrils1The Journal of Organic Chemistry, 1966
- α,β-Unsaturated Ketone Derivatives of Aryloxyacetic Acids, a New Class of DiureticsJournal of Medicinal Chemistry, 1962
- 2-Alkyl-1-indanonesJournal of the American Chemical Society, 1948
- Ueber die Einwirkung des Broms in alkalischer Lösung auf AmideEuropean Journal of Inorganic Chemistry, 1881