53903-03-0Relevant articles and documents
Method for compounding benzofuran derivatives by adding C-O bonds into olefin molecules through non-metallic Lewis acid catalysis
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, (2018/10/02)
The invention provides a method for compounding benzofuran derivatives by adding C-O bonds into olefin molecules through non-metallic Lewis acid catalysis. The method includes step 1, subjecting raw materials, namely phenol derivatives, to three-step reactions to obtain olefin serving as a reaction substrate; step 2, adding non-metallic Lewis acid and methylbenzene into the reaction substrate obtained in the step 1, and obtaining the benzofuran derivatives after reaction. The method has the advantages that the non-metallic Lewis acid is taken as a catalyst during reaction, so that pollution ofresidual metal catalysts to products is avoided, and troubles in post-treatment are omitted.
Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions
Hoang, Giang T.,Walsh, Dylan J.,McGarry, Kathryn A.,Anderson, Constance B.,Douglas, Christopher J.
, p. 2972 - 2983 (2017/03/23)
The intramolecular addition of both an alkoxy and acyl substituent across an alkene, oxyacylation of alkenes, using rhodium catalyzed C-O bond activation of an 8-quinolinyl ester is described. Our unsuccessful attempts at intramolecular carboacylation of ketones via C-C bond activation ultimately informed our choice to pursue and develop the intramolecular oxyacylation of alkenes via quinoline-directed C-O bond activation. We provide a full account of our catalyst discovery, substrate scope, and mechanistic experiments for quinoline-directed alkene oxyacylation.
Pd-Catalyzed regioselective hydroesterification of 2-allylphenols to seven-membered lactones without external CO gas
Chang, Wenju,Li, Jingfu,Ren, Wenlong,Shi, Yian
, p. 3047 - 3052 (2016/03/19)
Effective Pd-catalyzed regioselective hydroesterification of 2-allylphenols with phenyl formate is described. A variety of seven-membered lactones can be obtained in good yields under mild conditions without the use of toxic CO gas.
Insertion of an Alkene into an ester: Intramolecular oxyacylation reaction of alkenes through acyl C-O bond activation
Hoang, Giang T.,Reddy, Venkata Jaganmohan,Nguyen, Huy H. K.,Douglas, Christopher J.
, p. 1882 - 1884 (2011/04/16)
Atom economy and esters: compatible now! The first catalytic insertion of a C-C bond into an acyl C-O bond was achieved using rhodium catalysts (see scheme). The products are β-alkoxy ketones with a fully substituted carbon center. Quinoline chelating groups were employed to stabilize the Rh-alkoxide intermediate.
Pd-Catalyzed intramolecular oxyalkynylation of alkenes with hypervalent iodine
Nicolal, Stefano,Erard, Stephane,Gonzalez, Davinla Fernandez,Waser, Jerome
supporting information; experimental part, p. 384 - 387 (2010/03/04)
(Figure presented) The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority of benzlodoxolone-derlved hypervalent iodine reagent 3d as an alkyne transfer reagent further expands the rapidly increasing utility of hypervalent iodine reagents in catalysis and is expected to have important implications for other similar processes.
Microwave-assisted combined Mitsunobu reaction-Claisen rearrangement and microwave-assisted phenol oxidation: Rapid synthesis of 2,6-disubstituted-1,4- benzoquinone natural products
Jacob, Aouregan M.,Moody, Christopher J.
, p. 8823 - 8825 (2007/10/03)
Microwave irradiation of a phenol, an allylic alcohol, di-isopropyl azodicarboxylate and triphenylphosphine at 220-240°C for 30 min results in a combined Mitsunobu reaction and Claisen rearrangement to give the rearranged 2-allylphenol. Following the firs
Convenient Synthesis of 1-Butyl-2,3,5-trioxygenated Benzenes: Synthesis of the Di-O-methyl Ether of the Aglycone of Cesternoside A
Mali, Raghao S.,Garkhedkar, Milind P.,Sindkhedkar, Milind D.,Dhavale, Dilip D.
, p. 342 - 343 (2007/10/03)
The synthesis of the di-O-methyl ether of the aglycone of cesternoside A (3 = 10a), 2-iso-butyl-4,6-dimethoxyphenol (10b) and 2-sec- and 2-iso-butyl-4-methoxyphenols (10c and 10d) is described from the corresponding phenols (7a and 7b) via the intermediac
