83221-75-4Relevant academic research and scientific papers
Transition metal-diene complexes in organic synthesis - 16.1 Iron-mediated total synthesis of 1-oxygenated carbazole alkaloids
Knoelker, Hans-Joachim,Bauermeister, Michael
, p. 11221 - 11236 (1993)
Using a methodology of consecutive iron-induced C - C and C - N bond formation we describe the total synthesis of murrayafoline A, murrayaquinone A, koenoline, murrayanine, mukoeic acid, and mukonine.
Total Synthesis of the Natural Carbazoles O -Demethylmurrayanine and Murrastanine A, and of a C4,C4′ Symmetric Murrastanine A Dimer from N -Phenyl-4,5-dimethylene-1,3-oxazolidin-2-one
Avila-Melo, José Luis,Benavides, Adriana,Fuentes-Gutiérrez, Alfredo,Tamariz, Joaquín,Jiménez-Vázquez, Hugo A.
, p. 2201 - 2211 (2021/03/15)
The synthesis of natural carbazoles O -demethylmurrayanine and murrastanine A starting from the title exo -heterocyclic diene- is described. In the synthesis of murrastanine A, its symmetric C4,C4′ dimer can be obtained as the sole product under rather mi
Total synthesis of carbazole alkaloids
Bhatthula, Bharath kumar goud,Kanchani, Janardhan reddy,Arava, Veera reddy,Subha
, p. 874 - 887 (2019/01/11)
A Suzuki-Miyaura cross coupling, followed by triphenylphosphine mediated Cadogan reductive cyclization sequence provided efficient access to a series of carbazole alkaloids. In the present work, this approach was applied to the total synthesis of mukonine, clauszoline K, koenoline, murrayanine, murrayafoline A, mukoeic acid, glycoborine, glycozolicine, mukolidine, mukoline, glycozoline, 3-methoxy-9H-carbazole-1-carboxylic acid methyl ester, (3-methoxy-9H-carbazol-1-yl)-methanol, 3-methoxy-9H-carbazole-1-carbaldehyde, 3-methoxy-9H-carbazole-1-carboxylic acid, 2-methyl-9H-carbazole and nonsteroidal anti-inflammatory drug (NSAID) carprofen and its derivatives.
"on Water" Promoted Ullmann-Type C-N Bond-Forming Reactions: Application to Carbazole Alkaloids by Selective N-Arylation of Aminophenols
Chakraborti, Gargi,Paladhi, Sushovan,Mandal, Tirtha,Dash, Jyotirmayee
, p. 7347 - 7359 (2018/07/29)
The Ullmann-type cross coupling of a variety of aromatic, aliphatic amines with aryl halides is reported using a CuI-based catalytic system in combination with an easily accessible prolinamide ligand in aqueous media. The method is mild and tolerant to air, moisture, and a wide range of functional groups, providing a novel way to access a variety of aminated products. Secondary amines like heteroaromatic amines and nucleobases have also been used, affording the corresponding coupling products in good to excellent yields. Moreover, this method has been employed for chemoselective C-N arylation of aminophenols and further utilized for the synthesis of carbazole natural products, avoiding the protection and deprotection steps.
Total synthesis of diverse oxygenated carbazoles by modified aromatization using molecular iodine
Humne, Vivek T.,Naykode, Mahavir S.,Ghom, Monica H.,Lokhande, Pradeep D.
, p. 688 - 691 (2016/01/26)
A convenient route has been developed for mono and dioxygenated carbazole alkaloids from 1-oxotetrahydrocarbazoles. The key step of the synthetic route is the aromatic process of 1-oxotetrahydrocarbazoles using molecular iodine. To our knowledge, this is
METHOD FOR TREATMENT OF BRONCHIAL ASTHMA
-
, (2012/08/27)
The present invention relates to a method for the treatment of bronchial asthma and chronic obstructive pulmonary disease (COPD) comprising administering to the patient suffering from asthama and COPD an effective dose of carbazole derivatives or salt the
New and efficient routes for the synthesis of murrayaquinone A and murrayanine
Bhosale, Shrikar M.,Momin, Aadil A.,Kusurkar, Radhika S.
, p. 6420 - 6426 (2012/08/28)
Three new routes were established for the synthesis of biologically active murrayaquinone A and a new method was developed for synthesis of murrayanine from the same starting material as 4-hydroxy carbazole. During the synthetic course a few novel observation were recorded, which include two one pot reaction sequences and C-N bond cleavage by sodium cyanoborohydride.
Total synthesis of murrayanine involving 4,5-dimethyleneoxazolidin-2-ones and a palladium(0)-catalyzed diary insertion
Bernal, Pablo,Tamariz, Joaquin
, p. 1449 - 1454 (2008/02/09)
A new total synthesis of the natural carbazole murrayanine (1) was developed by using the 4,5-dimethyleneoxazolidin-2-one 12 as starting material. The latter underwent a highly regioselective Diets - Alder cycloaddition with acrylaldehyde (= prop-2-enal;
Total synthesis of the natural carbazoles Murrayanine and Murrayafoline A, based on the regioselective Diels-Alder addition of exo-2-oxazolidinone dienes
Benavides, Adriana,Peralta, Javier,Delgado, Francisco,Tamariz, Joaquin
, p. 2499 - 2504 (2007/10/03)
A new synthesis of the natural carbazoles Murrayanine (1) and Murrayafoline A (3) is described. The key step in the synthetic route involved the regioselective cycloaddition of the diene 4,5-dimethylene-3-phenyl-1,3- oxazolidin-2-one (4) to acrolein (6) c
Synthesis of mukonine and seven further 1-oxygenated carbazole alkaloids
Bringmann, Gerhard,Tasler, Stefan,Endress, Heike,Peters, Karl,Peters, Eva-Maria
, p. 1501 - 1505 (2007/10/03)
As an intermediate in the synthesis of seven further 1-oxygenated 3- C1-substituted carbazole alkaloids, mukonine (1) was synthesized in 46% overall yield, starting from indole-3-carbaldehyde (12) with a Horner-Emmons reaction as the crucial st
