Grignard Reagents. XXIV. The Behavior of 3-Keto Derivatives of 1,2,4-Triazines toward Organomagnesium Halides, Lithium Aluminum Hydride, and p-Thiocresol

1963 ◽  
Vol 28 (12) ◽  
pp. 3519-3521 ◽  
Author(s):  
Ahmed Mustafa ◽  
Wafia Asker ◽  
Abdel Kader Mansour ◽  
Hussein Abdel Azim Zaher ◽  
Abdel Rahman Eloui
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Grignard Reagents ◽  
Lithium Aluminum ◽  
Derivatives Of

Derivatives of 2-pyrazolin-5-one. V. Preparation and properties of 1′,2′-dihydrospiro[[2]pyrazoline-4,3′ (4′H)-quinoline]-5-one.derivatives and related compounds

1977 ◽  
Vol 55 (15) ◽  
pp. 2856-2866 ◽  
Author(s):  
Ronald T. Coutts ◽  
Abdel-Monaem El-Hawari
Keyword(s):  
Acetic Acid ◽  
Sodium Borohydride ◽  
Lithium Aluminum Hydride ◽  
Catalytic Reduction ◽  
Aluminum Hydride ◽  
Spiro Compounds ◽  
Lithium Aluminum ◽  
Aldehydes And Ketones ◽  
Derivatives Of ◽  
Related Compounds

1′,2′-Dihydro-3-methyl-1-phenylspiro[[2]pyrazoline-4,3′(4′H)-quinoline]-5-one (8q), the structurally related 1,3-diphenylspiro[pyrazolone-quinoline] 8r and numerous 2′-substituted derivatives of 8q and 8r are readily accessible from catalytic reduction of 3-methyl-1-phenyl- or 1,3-diphenyl-4-(2-nitrobenzyl)-2-pyrazolin-5-one (1a, 1b, respectively) in alcohols (with the incorporation of the alkylidene moiety) or by interaction of the corresponding 2-aminobenzyl precursors (3a, 3b) with appropriate aldehydes and ketones. All spiro compounds were characterized by mass, ir, and 1Hmr spectra. The products obtained by reducing the spiro compounds with sodium borohydride and with lithium aluminum hydride are described. Reduction of 1a and 1b with zinc and acetic acid gave 3-methyl-1-phenyl- and 1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (2a, 2b, respectively).

Preparation of Precocene 2 and 3,4-Epoxyprecocene 2 Deuterated Analogues at C-3, C-4 and C-3, C-4

1985 ◽  
Vol 40 (4) ◽  
pp. 556-558 ◽  
Author(s):  
F. Camps ◽  
A. Conchillo ◽  
A. Messeguer
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Deuterated Analogue ◽  
Convenient Route ◽  
Derivatives Of

A convenient route for the preparation of title compounds from benzopyran-4-one (1) and its corresponding 3,3-2H2 deuterated analogue (2) is reported. Treatment of 1 or 2 with lithium aluminum deuteride followed by dehydration afforded, respectively, 4-2H precocene (3c) or 3,4-2H2 precocene (3b). Likewise, reduction of 2 with lithium aluminum hydride and subsequent dehydration led to the formation of 3-2H precocene (3d). Finally, the corresponding 3,4-epoxy derivatives of all these compounds were prepared in good yields by conventional procedures.

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