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INDOLINE-3

Synthesis and crystal structures of 5'-phenylspiro[indoline-3, 2'-pyrrolidin]-2-one derivatives

Synthesis and crystal structures of 5'-phenylspiro[indoline-3, 2'-pyrrolidin]-2-one derivatives

... stereoselective 3 ’ -Phenyl-4 ’ - nitro-5 ’ -phenylspiro[indoline-3,2 ’ -pyrrolidin]-2-one or 3 ’ - (4-Methoxyphenyl)-4 ’ -nitro-5 ’ -phenylspiro[indoline-3,2 ’ ...

5

5 Chloro 5′′ (4 chloro­benzyl­­idene) 4′ (4 chloro­phen­yl) 1′,1′′ di­methyldi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ piperidine] 2,4′′ dione

5 Chloro 5′′ (4 chloro­benzyl­­idene) 4′ (4 chloro­phen­yl) 1′,1′′ di­methyldi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ piperidine] 2,4′′ dione

... A mixture of equimolar amounts of 3E,5E-3,5-bis(4-chlorophenylmethylidene)-1-methyl-4-piperidone (5 mmol) [prepared by a literature procedure (Modzelewska et al., 2006)], 5-chloroisatin and sarcosine in absolute ethanol ...

10

Methyl (3R*,3′S*) 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

Methyl (3R*,3′S*) 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

... ring adopts an envelope conformation with the N atom in the flap position. The indoline ring systems are almost perpendic- ular to the mean plane of the pyrrolidine ring, making dihedral angles of 86.4 (8) and ...

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Methyl 4′ (4 fluoro­phen­yl) 1′ methyl 3′ nitro­methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

Methyl 4′ (4 fluoro­phen­yl) 1′ methyl 3′ nitro­methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

... A mixture of (E)-methyl 3-(4-fluorophenyl)-2-(nitromethyl)acrylate (1 mmol, 0.24 g), isatin (1 mmol, 0.15 g) and sarcosine (1 mmol, 0.09 g) in acetonitrile (6 ml) was refluxed for 14 h. After completion of the ...

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Crystal structure of methyl 1 methyl 2 oxo­spiro­[indoline 3,2′ oxirane] 3′ carboxyl­ate

Crystal structure of methyl 1 methyl 2 oxo­spiro­[indoline 3,2′ oxirane] 3′ carboxyl­ate

... O2 0.0454 (10) 0.0440 (9) 0.0450 (9) −0.0086 (7) 0.0076 (7) 0.0005 (7) O4 0.0565 (11) 0.0523 (11) 0.0456 (10) 0.0033 (8) 0.0026 (8) −0.0115 (8) O3 0.0524 (13) 0.0730 (13) 0.0597 (12) 0.0065 (9) 0.0068 (9) −0.0112 (9) O1 ...

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Methyl 3′ benzyl 4′ (2,4 di­chloro­phen­yl) 1′ methyl 2 oxo 1 propyl­spiro­[indoline 3,2′ pyrrolidine] 3′ carb­oxy­l­ate

Methyl 3′ benzyl 4′ (2,4 di­chloro­phen­yl) 1′ methyl 2 oxo 1 propyl­spiro­[indoline 3,2′ pyrrolidine] 3′ carb­oxy­l­ate

... Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 ...

10

Methyl 3′ benzyl 4′ (2 chloro­phen­yl) 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

Methyl 3′ benzyl 4′ (2 chloro­phen­yl) 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

... Cl1 0.0585 (3) 0.0513 (3) 0.0387 (2) −0.0011 (2) 0.00890 (18) −0.00687 (17) O1 0.0440 (6) 0.0340 (6) 0.0505 (6) −0.0111 (5) 0.0216 (5) −0.0061 (5) O2 0.0317 (5) 0.0397 (6) 0.0438 (6) −0.0094 (4) −0.0005 (4) ...

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Methyl 3′ benzyl 4′ (2,4 di­chloro­phen­yl) 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

Methyl 3′ benzyl 4′ (2,4 di­chloro­phen­yl) 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate

... C1 0.0388 (9) 0.0436 (9) 0.0367 (9) −0.0069 (7) 0.0025 (7) 0.0008 (7) C2 0.0367 (9) 0.0496 (11) 0.0534 (11) −0.0066 (7) 0.0082 (8) −0.0034 (8) C3 0.0468 (10) 0.0445 (10) 0.0570 (11) −0.0149 (8) 0.0214 (9) −0.0047 (8) C4 ...

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Methyl 3′ (2,5 di­methyl­benz­yl) 1′ methyl 2 oxo 4′ phenyl­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate chloro­form monosolvate

Methyl 3′ (2,5 di­methyl­benz­yl) 1′ methyl 2 oxo 4′ phenyl­spiro­[indoline 3,2′ pyrrolidine] 3′ carboxyl­ate chloro­form monosolvate

... Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 ...

12

Methyl 4 (4 bromo­anilino) 2′,5 dioxo 5H spiro­[furan 2,3′ indoline] 3 carboxyl­ate

Methyl 4 (4 bromo­anilino) 2′,5 dioxo 5H spiro­[furan 2,3′ indoline] 3 carboxyl­ate

... Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 ...

9

4′ (1H Imidazol 2 yl) 3′ [(1H indol 3 yl)carbon­yl] 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile 0 15 hydrate

4′ (1H Imidazol 2 yl) 3′ [(1H indol 3 yl)carbon­yl] 1′ methyl 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile 0 15 hydrate

... A mixture of isatin (1 mmol), sarcosine (1.2 mmol) and 3-(1H-imidazol-2-yl)-2-(1H-indole-3-carbonyl)acrylonitrile (1 mmol) were refluxed in ethanol (30 ml). After completion of the reaction as evidenced by ...

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Crystal structure of 3′ (1H indole 3 carbon­yl) 1′ methyl 2 oxo 4′ (4 oxo 4H chromen 3 yl)spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

Crystal structure of 3′ (1H indole 3 carbon­yl) 1′ methyl 2 oxo 4′ (4 oxo 4H chromen 3 yl)spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

... A mixture of isatin2a-f (1.0 mmol), sarcosine3 (1.1 mmol) and (E)-2-(1H-indole -3-carbonyl)-3-(4-oxo-4H-chromen-3- yl)acrylonitrile 1 (1.2 mmol) in methanol was stirred at room temperature for 120 ...

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3′ [(1H Indol 3 yl)carbon­yl] 1′ methyl 2 oxo 4′ (thio­phen 2 yl)­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

3′ [(1H Indol 3 yl)carbon­yl] 1′ methyl 2 oxo 4′ (thio­phen 2 yl)­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

... In the title compound, fig. 1, the central pyrrolidine ring adopts a twisted conformation on bond C8-C9 with puckering parameters (Cremer and Pople, 1975) of q(2) = 0.407 (3)Å and φ(2) = 133.5 (4)°. Atoms C8 and ...

9

5′′ Benzyl­­idene 5 chloro 1′,1′′ di­methyl 4′ phenyl­di­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ piperidine] 2,4′′ dione

5′′ Benzyl­­idene 5 chloro 1′,1′′ di­methyl 4′ phenyl­di­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ piperidine] 2,4′′ dione

... of the plane of the remaining five atoms (r.m.s. deviation = 0.086 Å). The C6 and C8 atoms occupy axial and equatorial positions with respect to the piperidine ring, the phenylmethylidene residue occupies an equatorial ...

12

Methyl (3S,3′R) 1 methyl 2,2′′ dioxo 1′,2′,3′,5′,6′,7′,8′,8a′ octa­hydro­di­spiro­[indoline 3,2′ indolizine 3′,3′′ indoline] 1′ carboxyl­ate

Methyl (3S,3′R) 1 methyl 2,2′′ dioxo 1′,2′,3′,5′,6′,7′,8′,8a′ octa­hydro­di­spiro­[indoline 3,2′ indolizine 3′,3′′ indoline] 1′ carboxyl­ate

... Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 ...

10

Methyl 5′′ chloro 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

Methyl 5′′ chloro 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

... [N1/C1-C8 and N3/C12-C19] make dihedral angles of 77.7 (8) ° and 86.1(68° with respect to the mean plane of the central pyrrolidine ring system [N2/C7/C9/C10/C12]. This clearly shows that the indoline ring ...

10

1 Ethyl 4′ (1H indol 3 ylcarbon­yl) 1′ methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carbo­nitrile di­methyl sulfoxide monosolvate

1 Ethyl 4′ (1H indol 3 ylcarbon­yl) 1′ methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carbo­nitrile di­methyl sulfoxide monosolvate

... 0.402 (2)Å, φ(2) = 331.4 (3)°, and with atom C13 deviating by 0.256 (2)Å from the mean plane passing through the rest of the ring atoms (Cremer & Pople, 1975). The carbonitrile group is nearly perpendicular to ...

13

A triclinic polymorph of methyl (3R,3′S) 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

A triclinic polymorph of methyl (3R,3′S) 1′,1′′ di­methyl 2,2′′ dioxodi­spiro­[indoline 3,2′ pyrrolidine 3′,3′′ indoline] 4′ carboxyl­ate

... C1 0.1180 (16) 0.0905 (13) 0.0559 (10) −0.0537 (12) 0.0155 (10) −0.0508 (10) C2 0.0382 (5) 0.0283 (5) 0.0297 (5) −0.0120 (4) 0.0025 (4) −0.0110 (4) C3 0.0304 (4) 0.0215 (4) 0.0268 (5) −0.0134 (3) 0.0023 (3) ...

10

3′ [Hy­dr­oxy(4 oxo 4H chromen 3 yl)meth­yl] 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

3′ [Hy­dr­oxy(4 oxo 4H chromen 3 yl)meth­yl] 2 oxo­spiro­[indoline 3,2′ pyrrolidine] 3′ carbo­nitrile

... half-chair conformation, while the pyrrolidine (with a C atom as the flap atom) and the five-membered ring in the indoline (with a C atom as the flap atom) ring system adopt slight envelope conformations. The ...

11

Application of Mn(III) Oxidative Cyclizations to Natural Product Synthesis

Application of Mn(III) Oxidative Cyclizations to Natural Product Synthesis

... substrate to our manganese cyclization conditions would allow us to access the advanced intermediate 3-40. Building of the second cyclohexane ring required to form 3-41 could be completed by addition of ...

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