121910-87-0Relevant academic research and scientific papers
A versatile catalyst system for enantioselective synthesis of 2-substituted 1,4-benzodioxanes
Chong, Eugene,Qu, Bo,Zhang, Yongda,Cannone, Zachary P.,Leung, Joyce C.,Tcyrulnikov, Sergei,Nguyen, Khoa D.,Haddad, Nizar,Biswas, Soumik,Hou, Xiaowen,Kaczanowska, Katarzyna,Chwalba, Micha?,Tracz, Andrzej,Czarnocki, Stefan,Song, Jinhua J.,Kozlowski, Marisa C.,Senanayake, Chris H.
, p. 4339 - 4345 (2019)
We report the synthesis of enantiomerically enriched 1,4-benzodioxanes containing alkyl, aryl, heteroaryl, and/or carbonyl substituents at the 2-position. The starting 1,4-benzodioxines were readily synthesized via ring closing metathesis using an efficient nitro-Grela catalyst at ppm levels. Excellent enantioselectivities of up to 99:1 er were obtained by using the versatile catalyst system [Ir(cod)Cl]2/BIDIME-dimer in the asymmetric hydrogenation of 2-substituted 1,4-benzodioxines. Furthermore, DFT calculations reveal that the selectivity of the process is controlled by the protonation step; and coordinating groups on the substrate may alter the interaction with the catalyst, resulting in a change in the facial selectivity.
Iridium-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines
Wang, Yanzhao,Xia, Jingzhao,Yang, Guoqiang,Zhang, Wanbin
, p. 477 - 482 (2017/12/26)
An Ir-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines was developed for the preparation of chiral 1,4-benzodioxanes, which are present in numerous biologically active compounds and natural products. Our tropos biphenyl phosphine-oxazoline ligand is essential for obtaining good ee. A broad range of substrates were tolerable to the reaction conditions and gave the corresponding hydrogenation products in excellent yields and with moderate to good enantioselectivities using the Ir-complex of our tropos phosphine-oxazoline ligand.
Thio-substituted tricyclic and bicyclic aromatic methanesulfinyl derivatives
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Page/Page column 31-32, (2008/06/13)
The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions of compounds of Formula (A): wherein Ar, Y, R1 and q are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness, promotion of wakefulness, treatment of Parkinson's disease, cerebral ischemia, stroke, sleep apneas, eating disorders, stimulation of appetite and weight gain, treatment of attention deficit hyperactivity disorder ("ADHD"), enhancing function in disorders associated with hypofunctionality of the cerebral cortex, including, but not limited to, depression, schizophrenia, fatigue, in particular, fatigue associated with neurologic disease, such as multiple sclerosis, chronic fatigue syndrome, and improvement of cognitive dysfunction.
Biaryl-methanethio-, -sulphinyl- and sulphonyl derivatives
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Page/Page column 71, (2008/06/13)
The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted biaryl-methanesulfinyl acetamides of Formula
NIS or NBS mediated formation of halo acetals. A convenient method for the one pot disubstitution of 1,4-benzodioxin
Sergi Capilla,Hernandez, Nathalie,Pujol, Ma. Dolors
, p. 135 - 141 (2007/10/03)
2,3-Substituted-1,4-benzodioxins are easily obtained under mild conditions in one-pot reaction from 1,4-benzodioxin with electrophilic halogen as iodine (NIS) or bromine (NBS) and the appropriate alcohol or phenol, in dichloromethane.
Substituted heterocyclic compounds, method for preparing and compositions containing same
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, (2008/06/13)
The invention relates to compounds of formula (I): wherein: R1, R2and R3are as defined in the description, X is as defined in the description, Y represents an oxygen atom, a sulphur atom, a C(H)qgroup, SO or SO2, n is equal to from 0 to 5, A represents a NR5R6group, and medicinal products containing the same which are useful in treating or in preventing melatoninergic disorders.
SYNTHETIC STUDIES ON 1,4-BENZODIOXIN: THE PREPARATION OF ANALOGUES OF BIOLOGICALLY IMPORTANT INDOLES
Lee, Thomas V.,Leigh, Alistair J.,Chapleo, Christopher B.
, p. 921 - 934 (2007/10/02)
The expectation that some benzodioxin derivatives are potentially pharmacologically valuable has led to the development of new chemistry for the construction and functionalisation of the benzodioxin moiety.This includes the preparation of 2-bromo-1,4-benz
