4620-51-3Relevant academic research and scientific papers
Rhodium(I)-Catalyzed Coupling-Cyclization of C=O Bonds with α-Diazoketones
Chen, Ziyang,Hu, Xinwei,Huang, Junmin,Zeng, Wei
, p. 3980 - 3983 (2018/07/15)
An unprecedented intermolecular nucleophilic attack of C=X bonds (X = O and S) on the rhodium(I)-carbenes has been developed. This transformation allows for the coupling-cyclization of aroylamides with α-diazoketones and provides concise access to 2,4,5-trisubstituted 1,3-oxazoles and 1,3-thiazoles with a broad tolerance of functional groups.
A rapid access to substituted oxazoles via PIFA-mediated oxidative cyclization of enamides
Kamiya, Midori,Sonoda, Motohiro,Tanimori, Shinji
, p. 1247 - 1254 (2017/02/10)
A facile and rapid access to multi-substituted oxazoles has been achieved under mild reaction conditions in a short reaction time. Reaction of enamides 1 with [bis(trifluoroacetoxy)iodo]benzene (PIFA) in trifluoroethanol (TFE) at room temperature for 15?min afforded the desired oxazoles 2 in moderate to excellent yields (58–98%). A wide range of functional group tolerance has been observed for these transformations.
Copper-catalyzed oxidative cyclization of arylamides and ?2-diketones: New synthesis of 2,4,5-trisubstituted oxazoles
Bai, Yang,Chen, Wen,Chen, Ya,Huang, Huawen,Xiao, Fuhong,Deng, Guo-Jun
, p. 8002 - 8005 (2015/02/19)
A novel copper catalyzed approach to oxazoles via enamide intermediates was developed from benzamides and ?2-diketones. The successive condensation and cyclization reactions afforded various 2,4,5-trisubstituted oxazoles in good yields.
Palladium-catalyzed sequential C-N/C-O bond formations: Synthesis of oxazole derivatives from amides and ketones
Zheng, Meifang,Huang, Liangbin,Huang, Huawen,Li, Xianwei,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 5906 - 5909 (2015/01/09)
A highly efficient method for the synthesis of oxazole derivatives from simple amides and ketones has been established via a Pd(II)-catalyzed sp2 C-H activation pathway in one step. The reaction is supposed to proceed through a C-N bond formation followed by a C-O bond formation closing the ring. Because of the simple and readily available starting materials, easy operation, and high bioactivity of oxazoles, this strategy can be broadly applied to medical chemistry.
Synthesis of substituted oxazoles from enamides
Panda, Niranjan,Mothkuri, Raghavender
, p. 5727 - 5735 (2015/01/16)
Annulation of enamides into 2,5- and 2,4,5-substituted oxazoles by NBS/Me2S in the presence of mild base has been achieved. The reaction conditions are simple and tolerant to a wide variety of substituents including both electron-donating and withdrawing groups to produce oxazoles in one-pot without further purification of the intermediate.
Direct β-acyloxylation of enamines via PhIO-mediated intermolecular oxidative C-O bond formation and its application to the synthesis of oxazoles
Liu, Xin,Cheng, Ran,Zhao, Feifei,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 5480 - 5483,4 (2012/12/12)
A direct β-acyloxylation of enamine compounds has been achieved by using iodosobenzene (PhIO) as an oxidant to realize the intermolecular oxidative C(sp2)-O bond formation between enamines and various carboxylic acids, including N-protected amino acids. The transformation tolerates a wide range of functional groups and furnishes a variety of β-acyloxy enamines that can be conveniently converted to oxazole compounds via cyclodehydration.
Direct β-acyloxylation of enamines via PhIO-mediated intermolecular oxidative C-O bond formation and its application to the synthesis of oxazoles
Liu, Xin,Cheng, Ran,Zhao, Feifei,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 5480 - 5483 (2013/01/15)
A direct β-acyloxylation of enamine compounds has been achieved by using iodosobenzene (PhIO) as an oxidant to realize the intermolecular oxidative C(sp2)-O bond formation between enamines and various carboxylic acids, including N-protected amino acids. The transformation tolerates a wide range of functional groups and furnishes a variety of β-acyloxy enamines that can be conveniently converted to oxazole compounds via cyclodehydration.
Gold catalysis: Phenol synthesis in the presence of functional groups
Hashmi, A. Stephen K.,Weyrauch, Jan P.,Kurpejovic, Elzen,Frost, Tanja M.,Miehlich, Burkhard,Frey, Wolfgang,Bats, Jan W.
, p. 5806 - 5814 (2008/03/11)
The effect of different substituants, such as bromo, chloromethyl, hydroxymethyl, formyl, acetyl, carboxy, and acylated hydroxymethyl and ammonium groups, on the furan ring of substrates in gold-catalyzed phenol synthesis has been investigated. The furan
Efficient synthesis of multi-substituted oxazoles under solvent-free microwave irradiation
Lee, Jong Chan,Choi, Hyun Jung,Lee, Yong Chan
, p. 123 - 125 (2007/10/03)
A new and efficient method for the synthesis of multi-substituted oxazoles from various carbonyl compounds has been developed using sequential treatment of carbonyl compounds with HDNIB and amides such as acetamide or benzamide under solvent-free microwave irradiation conditions.
