2//-Pyrrole 3.4- dihydro-5-methoxy

Pyridin-1-oxid 6-Phenyl-3,4,5,6-tetrahydro- X/4, 323 3H-Pyrrol 3-Methoxy-2-phenyl-4,5-dihydro- E6a, 626 [R2N —... 

Me ether [5264-35-7]. 3,4-Dihydro-5-methoxy-2H-pyrrole. 2-Methoxy- 1-pyrroline C5H9NO M 99.132 Liq. Bp 118-120°. 

Carbonsaure-amid-hydroximid und 99 g (1 mol) 2-Methoxy-4,5-dihydro-3H-pyrrol bzw. 127 g (1 mol) 2-Methoxy-4,5,6,7-tetrahydro-3H-azepin werden unter Riihren erwarmt, vvobei bei 110° entstehendes Methanol iiber eine 30-cm-Vigreux-Kolonne abdestilliert wird. Innerhalb von 2 h steigert man die Temp, auf 200° und destillicrt anschlicfiend den Riickstand i.Vak. 

Diazetine, see Diazete, dihydro-Diazirines, calculations, 56, 373 Diazirine, 3-chloro-3-trifluoromethyl-, reaction with pyrrole, 59, 10 3//-Diazirine, 3-fluoro-3-methoxy-, 59, 3 Diazo coupling... 

Pyrazin 2-(bzw. 4)-(4-Methyl-anilinocarbonyl)- E5, 1017 (N3 -v CO-NH-Ar) Pyridazine 4-Cyan-6-hydroxy-5-methyl-3-phenyl-4,5-dihydro-E9a, 570 (4-Oxo -4-Ar-3-CN-2-CH3 —butanoic Acid + N2H4) Pyridin 2-Methoxy-5-phenylazo-E16d, 57 (R-NH2 + R-NO) Pyrrol 2-Amino-3-cyan-1 -(4-methyl-phenyl)- 5-oxo-4,5-dihydro-E15/2, 1946 (Cl-CH2-CO-NR2 + NC-CH2-CN) Quinolin... 

Pyrrol 2-Amino-3-cyan-l-(4-methoxy-phenyl)-5-oxo-4,5-dihydro- E15/2, 1946 (Cl-CH2-CO-NR2 + NC-CH2-CN)... 

Pyrrol 2-(a-Brom-benzyl)-2-hydroxy-3-methoxy-5-oxo-2,5-dihydro- E14a/2, 421 (En + NBS)... 

Electrophilic attack on the 2-position of pyrroles has been a fruitful route into pyrrolo-1,4-diazepines. Treatment of o-aminobenzylpyrrole (131) with methyl glyoxalate or its methoxy hemi-acetal in methanol furnished methyl 10,ll-dihydro-5//-pyrrol 2,l-c]-l,4-benzodiazepine-ll-car-boxylate (132) in 75% yield (Equation (5)) <84JHC833>. 

Oxy 2-mefchyl 9 [4 methoxy-plienylJ-9.10-dihydro-acridiQ 811 248. 2-]fethyM.4-diphenyl-3.5-diaoetyl-pyrrol 811 413. 

Ethano-bridged phthalate ester 56 was obtained by the DA reaction in good yield and was converted to the BCOD-fiised triester 57a, the t-butyl ester group of which was removed by treatment with TFA (Scheme 15.10) [63]. The DA reaction of tosylacetylene (5a) and 2-methoxy-l,3-cyclohexadiene proceeded smoothly to afford a diastereomeric mixture (5 1) of bicyclo[2.2.2]octenone 58 in 73% yield after hydrolysis by silica gel [64]. Diastereomeric 58 was quantitatively converted to dithiolane, which was subject to the ring expansion reaction with tellurium tetrachloride [65]. Dihydro-1,4-dithiin 59 was obtained in 74% yield. The Barton-Zard reaction of 59 with ethyl isocyanoacetate afforded pyrrole-carboxylate 60a (77% yield), which was transformed to both a-hydroxymethylpyrrole 60b and a-firee pyrrole 60c in good yields. 

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