3608-41-1Relevant academic research and scientific papers
Microwave-assisted synthesis of 2-substituted naphtho[1,2-d][1,3]oxazoles by reacting 1-nitroso-2-naphthol with allyl bromides and benzyl bromides using FeCl3 as catalyst
Aljaar,Fraihat,Alothman,Khalaf
, p. 2038 - 2042 (2020/09/02)
Efficient and improved preparation of 2-substituted[1,2-d][1,3]oxazoles by the reaction of 1-nitroso-2-naphthol and allyl bromides, benzyl bromides under microwave condition utilizing FeCl3 as a catalyst with yield ranging from 32% to 72%. Reaction with bromo acetonitrile yields the corresponding 2-cyanonaphthoxazole with 58% yield.
Facile Protocols towards C2-Arylated Benzoxazoles using Fe(III)-Catalyzed C(sp 2 -H) Functionalization and Metal-Free Domino Approach
Vodnala, Nagaraju,Gujjarappa, Raghuram,Kabi, Arup K.,Kumar, Mohan,Beifuss, Uwe,Malakar, Chandi C.
supporting information, p. 1469 - 1478 (2018/05/25)
Considering their growing attention in the field of medicinal chemistry and drug-discovery research, the facile and convenient approaches towards the preparation of 2-aryl benzoxazole derivatives have been described. The transformation is accomplished by using Fe(III)-catalyzed C-H activation of benzoxazoles with boronic acids to obtain a wide range of C2-arylated benzoxazoles in high yields. The developed method excludes the formation of self-coupling compounds as side products. On the other hand, the synthesis of the products is also achieved via a metal-free domino protocol by the reaction between 1-nitroso-2-naphthol and acetophenones using catalytic amounts of CBr 4 in the presence of Cs 2 CO 3 as base. The devised tandem method avoids the use of pre-activated α-haloketones as substrates. Due to their immense impact in marketed drugs and molecules under clinical trial, the described method can be a powerful tool for their synthesis which restricts the use of precious metals as catalyst.
Iron-catalyzed synthesis of benzoxazoles by oxidative coupling/cyclization of phenol derivatives with benzoyl aldehyde oximes
Gao, Sen,Gao, Liming,Meng, Hong,Luo, Meiming,Zeng, Xiaoming
, p. 9886 - 9889 (2017/09/11)
An iron-catalyzed oxidative coupling/cyclization reaction for the synthesis of benzoxazoles at room temperature is reported. This reaction was enabled by an inexpensive iron(iii) catalyst by treating readily available phenol derivatives with benzoyl aldehyde oximes. Mechanistic studies show that benzoyl aldehyde oxime is not only used as a substrate, but also serves as an ancillary ligand to support the iron salt in the promotion of the transformation.
Reaction of 1-nitroso-2-naphthols with α-functionalized ketones and related compounds: The unexpected formation of decarbonylated 2-substituted naphtho[1,2-d][1,3]oxazoles
Aljaar, Nayyef,Malakar, Chandi C.,Conrad, Ju Rgen,Frey, Wolfgang,Beifuss, Uwe
, p. 154 - 166 (2013/03/28)
Reactions between 1-nitroso-2-naphthols and α-functionalized ketones such as α-bromo-, α-chloro-, α-mesyloxy-, α-tosyloxy-, and α-hydroxy ketones under basic conditions delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation. T
TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY
-
Page/Page column 51; 63, (2008/06/13)
There are disclosed compound of Formula (1): A1, A2, A3 and A4 which may be the same or different, represent N or CR1, X is a divalent group selected from O, S(O)n, C=W, NR4, NC(=O)R5 and CR6R7, W is O, S, NR20, Y is N or CR8, one of R4, R5, R6, R8, R9 and NR20 represents - L -R3, in which L is a single bond or a linker group, additionally, R1, R3 - R9, which may be the same or different, independently represent hydrogen or a substituent and R20 represents hydrogen, hydroxyl, alkyl optionally substituted by aryl, alkoxy optionally substituted by aryl, aryl, CN, optionally substituted alkoxy, optionally substituted aryloxy, optionally substitute alkanoyl, optionally substituted aroyl, NO2, NR30R31, in which R30 and R31, which may be the same or different, represent hydrogen, optionally substituted alkyl or optionally substituted aryl; additionally, one of R30 and R31 may represent optionally substituted alkanoyl or optionally substituted aroyl, n represents an integer from 0 to 2, in addition, when an adjacent pair of A1 - A4 each represent CR1, then the adjacent carbon atoms, together with their substituents may form a ring B, when X is CR6R7, R6 and R7, together with the carbon atom to which they are attached may form a ring C, or a pharmaceutically acceptable salt thereof, in the manufacture of a medicament for the therapeutic and/or prophylactic treatment of Duchenne muscular dystrophy, Becker muscular dystrophy or cachexia.
