Acetonyl phenyl

AP33 CgHioOS acetOnyl phenyl sulfide C6H5SCHsC0CH3 DMF PY Bu4NI >.15 - - 25 DME Ag/AgCt 12A0 C=1-2,EC= 1.644,1=... 

Imidazo[4,5-6]pyridine, 2-acetonyl-3-phenyl-synthesis, 5, 637 Imidazo[4,5-6]pyridine, amino-acylation, 5, 619... 

Iwakawa et al. studied the reaction of 3-acetonyl-5-cyano-l,2,4-thiadiazole 72 with a series of 4-substituted phenylhydrazine hydrochlorides. When electron-donating substituents were used (e.g., methyl and methoxy) in the phenyl ring of the hydrazine, the reaction proceeded via a Fischer-indole mechanism to give indoles 73 as the sole product. In contrast, reaction of 72 with phenylhydrazine and 4-chlorophenylhydrazine gave only small amounts of indole 72, but much higher yields of the pyrazole 74. The authors described in detail the respective reaction mechanisms... 

To arrive at racemic coriolin, Danishef sky and coworkers chose to add an acetonyl fragment to a bicyclic enedione by Diels-Alder chemistry (Scheme LXXIII) Treatment of the resulting adduct 695 sequentially with a series of conventional reagents produced the key intermediate 696. Suitable aldolization deUvered 697, the functionality in which was adjusted by deconjugation and reduction. Fiuther reduction of dPSiwith lithium in liquid ammonia and methanol followed by epoxidation afforded 699. Selective oxidation of the more accessible hydroxyl group and phenyl-sulfenylation gave 700 which experiences smooth elimination to 701 after conversion to the sulfoxide. As before, epoxidation completed the sequence. 

Methyl-5-methoxy-2-phenyl-2,4a,5,6,7,8-hexahydro-17/-pyrido[l,2-c] pyrimidine-l-thione was obtained in the reaction of 2-acetonyl-3-methoxypiperidine and phenyl isothiocyanate in boiling methylene chloride (55JOC136). 

Synonyms/Trade Names 3-(a-Acetonyl)-benzyl-4-hydroxycoumarin 4-Hydroxy-3-(3-oxo-1-phenyl butyl)-2H-1-benzopyran-2-one WARF ... 

Q = phenyl, heterocycle, substituted or unsubstituted alkyl, allyl, geranyl, farnesyl, glycidyl, acetonyl etc. 

Acetonitrile, dibromo-. See Dibromoacetonitrile Acetonitrile, phenyl-. See Phenylacetonitrile Acetonitrile, trichloro. See Trichloroacetonitrile Acetonoxime. See Acetone oxime Acetonyl acetone. See 2,5-Hexanedione 4-Acetonylanisole p-Acetonylanisole. See1-(p-... 

A synthesis of 2-alkyl- or 2-aryl-substituted benzo[Z>]thiophens consists of the cyclization of an aryl thioether with an acetonyl or phenacyl group in the or/Ao-position (315) with 48% hydrobromic acid. In order to obtain (315 R = Ph), 2-methylthiobenzyl cyanide is treated with phenyl-magnesium bromide. The reaction of or//to-methylthiostyrene derivatives, especially cinnamic acids (316), with sulphuryl chloride followed by pyridine, probably gives the benzo[6]thiophens (318) via the sulphenyl chloride (317). ... 

A phenyl(acetonyl)platinum complex with cod as a ligand 368 is obtained from the reaction of PtlPh(cod) with acetone in the presence of Ag20 (Equation (92)). The accompanying formation of diphenyl and diacetonyl complexes 369 and 370 is ascribed to disproportionation of 368 during the reaction. ... 

Hydroxy- and 4-ethoxy-3,4-dihydro-3-phenyl-2(lH)-quinazolinones as well as their thione analogs exhibit pseudobasic properties and may easily be condensed with 0-, N-, and C-nucleophiles (CH acids) by elimination of water or ethanol. Reactions with 0-, N-, and doubly activated C-nucleophiles (e. g. acetylacetone) may be effected by simply heating the components, while with the less reactive C-nucleophiles (monoketones) HCl must be used as catalyst. - E 4-Ethoxy-3,4-dihydro-3-phenylquinazolin-2(lH)-one dissolved in refluxing acetone, treated with a little coned. HCl, and refluxing continued 1 hr. 4-acetonyl-3,4-dihydro-3-phenylquinazolin-2(lH)-one. Y 71%. F.e. s. K. Lempert and P. Gyulai, Tetrahedron 26, 3443 (1970). 

A soln. of N-p-methoxyphenyl-N -(5-methyl-3-isoxazolyl)formamidine in alcohol containing Na-ethoxide heated ca. 20 min. on a water bath 1-p-methoxy-phenyl-3-acetonyl-l,2,4-triazole. Y 90%. F. e. s. H. Kano and E.Yamazaki, Tetrahedron 20, 159 (1964). 

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