Cyclopenta pyrrol-2

Reaction of 3,3-disubstituted-l,4-pentadiene 92 with a primary amine under cyclohydrocarbonylation conditions yielded cyclopenta[. ]pyrrole 96 as the predominant product accompanied by a small amount of cyclopentanone 95 (Scheme 15). This unique reaction is proposed to proceed through a cascade hydrocarbonylation-carbonylation process. The first hydrocarbonylation of 92 and the subsequent carbocyclization formed cyclopentanoylmethyl-Rh complex 93. If 93 immediately reacts with molecular hydrogen, 2-methylcyclopentanone 95 is formed. However, if CO insertion takes place faster than the hydrogenolysis, cyclopentanoylacetyl-Rh complex 94 is generated, which undergoes the Paal-Knorr condensation with a primary amine to yield cyclopenta[. ]pyrrole 96. ... [Pg.522]

A Nazarov-type cyclization was exploited to prepare annelated pyrroles <06OL163>. Acylation of V-tosylpyrrole 65 with carboxylic acid 66 promoted by trifluoroacetic anhydride gave intermediate 2-ketopyrrole 67 which underwent a Nazarov-type cyclization to give cyclopenta[ ]pyrrole 68. Another route to cyclopenta[I>]pyrroles involved a novel cyclization involving pyrrole-substituted enones and isocyanides <06OL3975>. [Pg.144]

Azaferrocene reacts with aromatic hydrocarbons in the presence of aluminium chloride, giving rise to the cationic complexes of the type (Ti -arene)(Ti -cyclopenta-dienyl)iron(l+) isolated as BF4 salts [87JOM(333)71]. The complex 28 is obtained by reaction of the sulfane compound [Cp(SMc2)3Fe]BF4 with pentamethyl-pyrrole [88AG(E)579 88AG(E)1468 90ICA(170)155]. The metallic site in this center reveals expressed Lewis acidity (89CB1891). [Pg.123]

Irradiation of the potassium salt of the substituted cyclopenta[b]pyrrole-2-carboxylic acid 389 results in formation of the central piperazine core of 390 following decarboxylation (Equation 104) <20010L537, 2003JA10664>. [Pg.754]

The intramolecular version of the PKR has attracted much more synthetic interest, leading to valuable bicyclic systems and being more general and viable [97]. Particularly, 1,6-enynes have been extensively used for the construction of the bicyclo[3.3.0]octane [105], cyclopenta[c]furan [106], or cyclopenta[c]pyrrole [107] skeletons in a single step. [Pg.68]

Pyrrole (azacyclopentadiene) is the ring system obtained if we replace the CH2 group of cyclopenta-diene with NH. Although cyclopentadiene is certainly... [Pg.420]

Chemical Name Cyclopenta(b)pyrrole-2-carboxylic acid, octahydro-l-(2-((l-(ethoxycarbonyl)-3-phenylpropyl)amino)-l-oxopropyl), (2S-(1(R (R )),2-a,3a-p,6a-(5))-... [Pg.2953]

Several cyclopenta[b]indoles were prepared from cyclopenta[b]pyrano[3,4-d]pyrrol-6-one 52a. <95JCS(P1 )1131 >... [Pg.115]

Cyclopenta[c]pyridin-7-one, 5,6-dihydro-3-methyl-1-propyl-, 57, 22 Cyclopenta-pyridines, see also Pyrindines Cyclopenta[h]pyrrole, 6-hydroximino-octahydro-1-methyl, 58, 22 Cyclopenta[h]selenopyran, 2,4a,5,6,7,7a-hexahydro-2-methyl-, synth, 55, 17 Cyclopenta[c]thiopyran, protonation, 60, 119... [Pg.374]

Cyclopenta b pyrrol l-Acetyl-3-methyl-l,4.5.6-tetrahydro- E6a, 636 [1-OSiRj— cyclopenten H3C-CO-NH-CH2-C(CH3)(OR)2/TiCl4]... [Pg.763]

Cyclopentan 2-(2-Cyan-ethyl)-3-hydroxy-2-methyl-l-oxo- E21d. 4172 (Oxo H/OH) Cyclopenta b pyrrol 2-Ethoxycarbo-nyl-l,4.5,6-tetrahydro- E6a, 607 [2-Nj - 3-(2-COOR -ethyli-den) — 1 -cyclohexen A] Essigsaure... [Pg.764]

KETONE, METHYL l,4,5,6-TETRAHYDRO-2-METHYI,CYCLOPENTA(b)PYRROL-3-YL see MPO800 I< ET0NE, (a-METHYL-m-... [Pg.1742]

Ethyl (3aS, 6/ , 6a/ )-Octahydro-6-(phcnylseleno)cyclopenta[6]pyrrole-l-carboxylatc (8) Typical Procedure107 ... [Pg.827]

THE CATALYTIC INTRAMOLECULAR PAUSON-KHAND REACTION 2,3,3a,4-TETRAHYDRO-2-[(4-METHYLBENZENE) SULFONYL]CYCLOPENTA[C]PYRROL-5(IH)-ONE... [Pg.39]

Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...