The Experts below are selected from a list of 3 Experts worldwide ranked by ideXlab platform
Howard G. Shertzer - One of the best experts on this subject based on the ideXlab platform.
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The synthesis of dihydroindenoindoles
Tetrahedron, 1992Co-Authors: Jeremy Graham, Aleyamma Ninan, Khalid Reza, Malcolm Sainsbury, Howard G. ShertzerAbstract:Abstract The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender Reaction between N ,2-dilithio- N -trifluoroacetylaniline and 2-bromo-5-methoxy-4,6-dimethylindanone affords the corresponding dihydroindeno[1,2- b ]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these depress enolate anion formation. When such groups are absent the products are N -trifluoroacetylaniline and compounds arising from deprotonation of the 2-halogenoindanones. This problem is offset, but not solved, if the Reactions are carried out in the presence of cerium(III) chloride. In a Bischler Reaction between 4-methoxyaniline and 2-bromoindanone both 8-methoxydihydroindeno[1,2- b ]-indole and 9-methoxydihydroindeno[2,1- b ]indole were formed in low yields, together with related pentacyclic compounds.
Jeremy Graham - One of the best experts on this subject based on the ideXlab platform.
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The synthesis of dihydroindenoindoles
Tetrahedron, 1992Co-Authors: Jeremy Graham, Aleyamma Ninan, Khalid Reza, Malcolm Sainsbury, Howard G. ShertzerAbstract:Abstract The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender Reaction between N ,2-dilithio- N -trifluoroacetylaniline and 2-bromo-5-methoxy-4,6-dimethylindanone affords the corresponding dihydroindeno[1,2- b ]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these depress enolate anion formation. When such groups are absent the products are N -trifluoroacetylaniline and compounds arising from deprotonation of the 2-halogenoindanones. This problem is offset, but not solved, if the Reactions are carried out in the presence of cerium(III) chloride. In a Bischler Reaction between 4-methoxyaniline and 2-bromoindanone both 8-methoxydihydroindeno[1,2- b ]-indole and 9-methoxydihydroindeno[2,1- b ]indole were formed in low yields, together with related pentacyclic compounds.
Aleyamma Ninan - One of the best experts on this subject based on the ideXlab platform.
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The synthesis of dihydroindenoindoles
Tetrahedron, 1992Co-Authors: Jeremy Graham, Aleyamma Ninan, Khalid Reza, Malcolm Sainsbury, Howard G. ShertzerAbstract:Abstract The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender Reaction between N ,2-dilithio- N -trifluoroacetylaniline and 2-bromo-5-methoxy-4,6-dimethylindanone affords the corresponding dihydroindeno[1,2- b ]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these depress enolate anion formation. When such groups are absent the products are N -trifluoroacetylaniline and compounds arising from deprotonation of the 2-halogenoindanones. This problem is offset, but not solved, if the Reactions are carried out in the presence of cerium(III) chloride. In a Bischler Reaction between 4-methoxyaniline and 2-bromoindanone both 8-methoxydihydroindeno[1,2- b ]-indole and 9-methoxydihydroindeno[2,1- b ]indole were formed in low yields, together with related pentacyclic compounds.
Khalid Reza - One of the best experts on this subject based on the ideXlab platform.
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The synthesis of dihydroindenoindoles
Tetrahedron, 1992Co-Authors: Jeremy Graham, Aleyamma Ninan, Khalid Reza, Malcolm Sainsbury, Howard G. ShertzerAbstract:Abstract The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender Reaction between N ,2-dilithio- N -trifluoroacetylaniline and 2-bromo-5-methoxy-4,6-dimethylindanone affords the corresponding dihydroindeno[1,2- b ]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these depress enolate anion formation. When such groups are absent the products are N -trifluoroacetylaniline and compounds arising from deprotonation of the 2-halogenoindanones. This problem is offset, but not solved, if the Reactions are carried out in the presence of cerium(III) chloride. In a Bischler Reaction between 4-methoxyaniline and 2-bromoindanone both 8-methoxydihydroindeno[1,2- b ]-indole and 9-methoxydihydroindeno[2,1- b ]indole were formed in low yields, together with related pentacyclic compounds.
Malcolm Sainsbury - One of the best experts on this subject based on the ideXlab platform.
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The synthesis of dihydroindenoindoles
Tetrahedron, 1992Co-Authors: Jeremy Graham, Aleyamma Ninan, Khalid Reza, Malcolm Sainsbury, Howard G. ShertzerAbstract:Abstract The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender Reaction between N ,2-dilithio- N -trifluoroacetylaniline and 2-bromo-5-methoxy-4,6-dimethylindanone affords the corresponding dihydroindeno[1,2- b ]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these depress enolate anion formation. When such groups are absent the products are N -trifluoroacetylaniline and compounds arising from deprotonation of the 2-halogenoindanones. This problem is offset, but not solved, if the Reactions are carried out in the presence of cerium(III) chloride. In a Bischler Reaction between 4-methoxyaniline and 2-bromoindanone both 8-methoxydihydroindeno[1,2- b ]-indole and 9-methoxydihydroindeno[2,1- b ]indole were formed in low yields, together with related pentacyclic compounds.