54313-18-7

Usage

Uses

Used in Pharmaceutical Industry:
1-Methoxy-2-(3-methyl-2-butenyl)-9H-carbazole-3-carbaldehyde is used as a pharmaceutical compound for its potential therapeutic applications. 1-Methoxy-2-(3-methyl-2-butenyl)-9H-carbazole-3-carbaldehyde's unique structure and absorption properties make it a candidate for further research and development in the field of medicine.
Used in Chemical Research:
This carbazole derivative is used as a research compound in the field of organic chemistry. Its complex ultraviolet spectrum and unique structural features make it an interesting subject for studying chemical reactions, synthesis, and potential applications in various chemical processes.
Used in Material Science:
1-Methoxy-2-(3-methyl-2-butenyl)-9H-carbazole-3-carbaldehyde may be utilized in material science for the development of new materials with specific optical, electronic, or structural properties. Its unique absorption characteristics could be exploited in the design of advanced materials for various applications, such as sensors, optoelectronics, or coatings.

References

Joshi, Gawad, Ind. J. Chem., 12, 437 (1974)*INTEG ERRESSINE This alkaloid has recently been isolated from a further species, Retanilla ephedra, by South American investigators.Bhakhun et ai., Rev. Latinoamer. Quim., 5, 158 (1974)

Upstream product

• 182261-83-2 methyl 1-hydroxy-9H-carbazole-3-carboxylate 

Relevant academic research and scientific papers

Divergent Syntheses of Carbazole Alkaloids Clausenapin, Indizoline, Claulansine M, and Clausenaline D

We described the first total syntheses of clausenapin, indizoline, claulansine M, and a novel synthetic route to clausenaline D via divergent method. Key steps involved TFAA-mediated intramolecular acylation to construct the carbazole core and subsequent Claisen rearrangement to generate key intermediates for further elaboration to target molecules.

Biomimetic Collective Total Synthesis of Bioactive Carbazole Alkaloids Indizoline, Mafaicheenamine A, Claulamine A, Claulansine A, and the Proposed Claulamine e

The common precursor 1-methoxy-2-prenyl-3-carbomethoxycarbazole was synthesized from dimethyl indolylmethylenesuccinate in four steps. Well-planned reductive and/or oxidative transformations and intramolecular cyclizations were performed on a pivotal common precursor to accomplish collective first total synthesis of titled natural products and proposed claulamine E. Burgess reagent induced formation of kinetically controlled product claulamine A, and intramolecular cyclizations to form bicyclic claulansine A were the key reactions. An alternatively attempted synthesis failed to provide the structural isomer of proposed claulamine E.

Enantioselective Alkoxycyclization of 1,6-Enynes with Gold(I)-Cavitands: Total Synthesis of Mafaicheenamine C

Chiral gold(I)-cavitand complexes have been developed for the enantioselective alkoxycyclization of 1,6-enynes. This enantioselective cyclization has been applied for the first total synthesis of carbazole alkaloid (+)-mafaicheenamine C and its enantiomer, establishing its configuration as R. The cavity effect was also evaluated in the cycloisomerization of dienynes. A combination of experiments and theoretical studies demonstrates that the cavity of the gold(I) complexes forces the enynes to adopt constrained conformations, which results in the high observed regio- and stereoselectivities.

Total synthesis of naturally occurring 1-oxygenated carbazole alkaloids-clausine E, clausenapin, indizoline and formal synthesis of clausenaline D

Total synthesis of indizoline and clausenapin have been accomplished via a facile functional group transformation of the ester functionality at the C-3 carbon of the key ester intermediate derived from clausine E by employing o-Claisen rearrangement and Wittig homologation as the key steps. An improved synthesis of clausine E was achieved using Eaton's reagent for the annulation step. O-allylation of clausine E followed by o-Claisen rearrangement and acetylation enabled the formal synthesis of clausenaline D.