138040-07-0Relevant articles and documents
Domino Ring Expansion: Regioselective Access to 9-Membered Lactones with a Fused Indole Unit from 2-Nitrophenyl-1,3-cyclohexanediones
Loya, David Reyes,Jean, Alexandre,Cormier, Morgan,Fressigné, Catherine,Nejrotti, Stefano,Blanchet, Jér?me,Maddaluno, Jacques,De Paolis, Micha?l
supporting information, p. 2080 - 2084 (2018/01/27)
The domino anionic fragmentation of 2-nitrophenyl-1,3-cyclohexanediones containing an electrophilic appendage such as aldehyde and epoxide is disclosed. This reaction, initiated by a series of nucleophiles, involves the generation of an intermediate hydroxylate followed by the regioselective formation and fragmentation of an intermediate lactolate into enolate. This strategy, devoid of any protecting group, enlarges the initial ring and provides an original access to decorated 9-membered lactones with a fused indole unit.
3a-(o-nitrophenyl)octahydroindol-4-ones: Synthesis and spectroscopic analysis
Sole, Daniel,Bosch, Joan,Bonjoch, Josep
, p. 4013 - 4028 (2007/10/03)
A short entry to 3a-(o-nitrophenyl)octahydroindol-4-ones employing ozonolysis and double reductive amination of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (9) is described. The symmetric dione 9 is synthesized in a 50% overall yield from 1,3-cyclohexa
cis-3a-(o-nitrophenyl)octahydroindol-4-one. Building blocks for the synthesis of indole alkaloids
Sole, Daniel,Bonjoch, Josep
, p. 5183 - 5186 (2007/10/02)
A four-step synthesis of 3a-aryloctahydroindol-4-ones (1) in which the key step is the ozonolysis of 2-allyl-2-(o-nitrophenyl)-1,3-cyclohexanedione (5) followed by reductive aminocyclization was been accomplished. An asymmetric synthesis of the bicyclic s