2- pyrrolyl ketone

Methyl 2-Pyrrolyl Ketone, 64 Methyl Sulfide, 70 4-Methyl-5-thiazole Ethanol, 84... 

Geranyl butyrate 225 Isoamyl butyrate 273 Methyl 2-pyrrolyl ketone... 

Synonyms Methyl 2-pyrrolyl ketone 1-(1H-Pyrrol-2-yl) ethanone... 

Methyl 2-pyrrolyl ketone. See 2-Acetyl pyrrole 2-Methylquinoline. SeeQuinaldine 4-Methylquinoline. SeeLepidine a-Methylquinoline. SeeQuinaldine y-Methylquinoline p-Methylquinoline. See Lepidine... 

In the forward direction, they first focused on accessing a bicyclic pyrrole scaffold such as 252. Toward this end, 2-phenyl-4H-benzoxazin-4-one (254) was treated with the Grignard derivative of pyrrole in THF to provide (pyrrolyl)ketone 255 (Scheme 33). Pyrrole 255 was next acylated at the... 

Acylfurans, convenient intermediates for the synthesis of 2-substituted-3-hydroxypyridines, are s)mthesized by acylation of furans or by acylation of aromatic substrates with 2-furoyl halides. 3-Pyridinols (XII-272), pyrrolyl ketones, and pyrroyl ketimines are formed on treatment with ammonia. ... 

Recently, Ohe and IJemura reported a novel approach to the catalytic cyclopropanation of alkenes via 2-furyl178 179 or 2-pyrrolyl carbenoids180 that originate from the intramolecular nucleophilic attack of a carbonyl oxygen or an imine nitrogen (ene-yne-ketone and ene-yne-imine precursor, respectively) on a 7t-alkyne complex or a cationic cr-vinyl complex. Initially, the group 6 complexes like Cr(CO)s were used. Soon it was found that a series of late transition... 

Ketones and esters usually react further with Grignard reagents however, both ketones and esters of type (35) and pyrrolyl Grignard reagents are stabilized by mesomerism, and are therefore less reactive. 

The formation of 3-pyrrolylcarbinols (280) from the photochemically induced reaction of pyrrole, or its 1-alkyl derivatives, with aliphatic aldehydes and ketones is thought to proceed via an oxetane intermediate (279) (79JOC2949). In contrast, the analogous reaction of 1 -phenylpyrrole with benzophenone leads to the formation of the diphenyl(2-pyrrolyl)car-binol, whilst the oxetane (281) has been isolated from the photoaddition of 1-benzoylpyrrole and benzophenone (76JHC1037, B-77MI30500). 2-Benzoyl-1-methylpyrrole undergoes a normal Paterno-Buchi photocyclization with 2,3-dimethylbut-2-ene, via the n -> v triplet... 

DIPHENYLHYDROXYMETHYL)PIPERIDINO lODOMETHYL see IDZ200 KETONE, DI-1H-2-PYRROLYL see PPY300 KETONE, 2-ETHYL-7-(2-HYDROXY-3-(ISOPROPYI-.3MINO)PROPOXY)-4-BENZOFURANYL METHYL see ELI600... 

Condensations of pyrroles with aldehydes and ketones oceur easily by acid catalysis, but the resulting pyrrolyl-carbinols cannot usually be isolated, for under the reaction conditions proton-catalysed loss of water produces 2-alkylidene-pyrrolium cations that are themselves reactive electrophiles. Thus, in the case of pyrrole itself, reaction with aliphatic aldehydes in acid inevitably leads to resins, probably linear polymers. Reductive trapping of these cationic intermediates, producing alkylated pyrroles, can be synthetically useful, however all free positions react acyl and alkoxycarbonyl-substituents are unaffected. ... 

The reaction of N-aminoazonium salts with aliphatic and aromatic aldehydes in the absence of base gives the Schiff base type compounds 28.151,153-156 Some aliphatic ketones also react with N-aminoazonium salts.40,155 Hexane-2,5-dione reacts with N-aminopyridinium perchlorate to give l-(l -pyrrolyl)pyridinium cation 29 together with some of the bisper-chlorate 30.157 Certain esters such as diethyl malonate and ethyl cyano-acetate react with N-aminopyridinium salts in the presence of base to give the corresponding N-acylimines 31.48 However, the reaction of ethyl aceto-acetate and acetylacetone with N-aminoazonium salts in the presence of base gives 1,3-dipolar cycloaddition products (Section IV,C,1).36,154,158 The reaction of ethyl acetoacetate with 1-alkyl-l,2,4-triazole 4-imine affords zwitterionic triazolo[4,3-/>]pyridazines 32.139,159... 

---