- Preparation of 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine via Pd-catalyzed cyclization
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(Equation Presented) A new approach to prepare 1,5-methano-2,3,4,5- tetrahydro-1H-3-benzanepine (1) is discussed. This strategy utilized a tandem Michael addition and Pd-catalyzed cyclization to afford cyanobenzofulvene acetal 13. This indene intermediate
- Singer, Robert A.,McKinley, Jason D.,Barbe, Guillaume,Farlow, Robin A.
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- A general route to the synthesis of 1,5-methano- and 1,5-ethano-2, 3,4,5-tetrahydro-1h-3-benzazepines
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A general approach to preparing 1,5-methano-(1) and l,5-ethano-2,3,4,5- tetrahydro-lff-3-benzazepine (2) is discussed. This strategy involves converting an indanone or tetralone (4) to a cyanohydrin (3) which is subjected to hydrogenolysis followed by lac
- O'Donnell, Christopher J.,Singer, Robert A.,Brubaker, Jason D.,McKinley, Jason D.
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p. 5756 - 5759
(2007/10/03)
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- Synthesis of 2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine via oxidative cleavage and reductive amination strategies
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Preparations of 2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine (5) from benzonorbornadiene (1) by oxidative cleavage and reductive amination sequences were investigated. Osmium-mediated dihydroxylation of 1 followed by NaIO 4 cleavage, reductive amination and debenzylation provides 5 in 64-73% yield overall in three operations. A tandem ozonolysis-reductive amination procedure gives 5 as the tosylate salt from benzonorbornadiene with no isolation of intermediates in 28% yield.
- Brooks, Paige R.,Caron, Stephane,Coe, Jotham W.,Ng, Karl K.,Singer, Robert A.,Vazquez, Enrique,Vetelino, Michael G.,Watson Jr., Harry H.,Whritenour, David C.,Wirtz, Michael C.
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p. 1755 - 1758
(2007/10/03)
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- Aryl fused azapolycyclic compounds
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Compounds of the formula and their pharmaceutically acceptable salts, wherein R1, R2, and R3are as defined herein; intermediates for the synthesis of such compounds, pharmaceutical compositions containing such compounds; a
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- Process for the preparation of 1,3-substituted indenes and aryl-fused azapolycyclic componunds
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The present invention relates to processes for the preparation of any of the intermediate 1,3-substituted indenes of the formulae (Ia), (Ib) and (Ic) or a mixture thereof: wherein R1, R2, R3, R4, and R5 are defined herein. Compounds of formulae (Ia), (Ib) and (IC) or mixtures thereof are useful in the preparation of compounds of formula (II): wherein R2, R3 and R6 are also defined herein.
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