Dioxopyrrolines. XL. Photocycloaddition reaction of 4-ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to dihydrofurans. Formation of a 2,4-dioxa-10-azatricyclo[6.3.0.03,7]undecane ring system.

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Dioxopyrrolines. LXII. Diels-Alder reaction of 1-Aryl-4- and 5-methoxycarbonyl-1H-pyrrole-2,3-diones with various 1,3-dienes.

Two new dioxopyrrolines (1-aryl-4-methoxycarbonyl-1H-pyrrole-2,3-dione 6 and the 5-methoxycarbonyl isomer 8) behaved as good dienophiles to some kind of 1,3-dienes examined. In most cases, the products were explained by the reaction where the largest lobe of HOMO of dienes reacted to the larger LUMO of dienophiles in an expected cis-endo manner. However, in the reactions of 8 with alkylbutadien...

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3,4-Bis(4-meth­oxy­phen­yl)-2,5-dihydro-1H-pyrrole-2,5-dione

In the title compound, C(18)H(15)NO(4), the benzene rings form quite different dihedral angles [16.07 (1) and 59.50 (1)°] with the central pyrrole ring, indicating a twisted mol-ecule. Conjugation is indicated between the five- and six-membered rings by the lengths of the C-C bonds which link them [1.462 (3) and 1.477 (3) Å]. The most prominent feature of the crystal packing is the formation of...

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4′-Methyl-1H-14′,19′-dioxa-4′-aza­spiro­[indole-3,5′-tetra­cyclo­[18.4.0.02,6.08,13]tetra­cosa­ne]-1′(24′),8′,10′,12′,20′,22′-hexa­ene-2,7′(3H)-dione

In the title compound, C29H28N2O4, the indoline ring system is essentially planar, with a maximum deviation of 0.027 (2) Å; the carbonyl O atom lies 0.102 (1) Å out of the least-squares plane of the indole ring. The pyrrolidine ring adopts a C-envelope conformation, with a C atom displaced by 0.643 (2) Å from the mean plane formed by the remaining ring atoms. The pyrrolidine ring makes a dihedr...

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4′-Methyl-14′,19′-dioxa-4′-aza­spiro­[acenaphthyl­ene-1,5′-tetra­cyclo­[18.4.0.02,6.08,13]tetra­cosa­ne]-1′(24′),8′,10′,12′,20′,22′-hexa­ene-2,7′(1H)-dione

In the title compound, C33H29NO4, the acenaphthyl-ene ring system is essentially planar (r.m.s. deviation = 0.0290 Å). The pyrrolidine ring adopts a C-envelope conformation with a C atom displaced by 0.671 (2) Å from the mean-plane formed by the remaining ring atoms. The pyrrolidine ring is fused to acenaphthyl-ene ring system making a dihedral angle of 88.0 (7)°. In the crystal, mol-ecules are...

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1-(2-Meth­oxy­phen­yl)-1H-pyrrole-2,5-dione

In the title compound, C(11)H(9)NO(3), the dihedral angle between the meth-oxy-benzene and 1H-pyrrole-2,5-dione rings is 75.60 (10)°. The C atom of the meth-oxy group is close to coplanar with its attached ring [deviation = 0.208 (2) Å]. In the crystal, weak aromatic π-π stacking [centroid-centroid separation = 3.8563 (13) Å] occurs between inversion-related pairs of benzene rings.

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ژورنال

عنوان ژورنال: Chemical and Pharmaceutical Bulletin

سال: 1987

ISSN: 0009-2363,1347-5223

DOI: 10.1248/cpb.35.4730