Cobalt-Catalyzed Twofold Direct C(sp 2 )−C(sp 3 ) Bond Coupling: Regioselective C-3 Alkylation of Coumarins with (Cyclo)alkyl Ethers

2016 ◽  
Vol 358 (15) ◽  
pp. 2422-2426 ◽  
Author(s):  
Longyang Dian ◽  
Hui Zhao ◽  
Daisy Zhang-Negrerie ◽  
Yunfei Du
Keyword(s):  
Alkyl Ethers

Substituted 4-Formyl-2H-chromen-2-ones: Their Reaction with N-(2,3,4,6-Tetra-Oacetyl- β-D-galactopyranosyl)thiosemicarbazide, Antibacterial and Antifungal Activity of Their Thiosemicarbazone Products

2020 ◽  
Vol 24 (19) ◽  
pp. 2272-2282
Author(s):  
Vu Ngoc Toan ◽  
Nguyen Minh Tri ◽  
Nguyen Dinh Thanh
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Candida Albicans ◽  
Selenium Dioxide ◽  
Antibacterial And Antifungal Activity ◽  
E Coli ◽  
Antibacterial And Antifungal Activities ◽  
Alkyl Ethers ◽  
Antibacterial And Antifungal

Several 6- and 7-alkoxy-2-oxo-2H-chromene-4-carbaldehydes were prepared from corresponding alkyl ethers of 6- and 7-hydroxy-4-methyl-2-oxo-2H-chromen-2-ones by oxidation using selenium dioxide. 6- and 7-Alkoxy-4-methyl-2H-chromenes were obtained with yields of 57-85%. Corresponding 4-carbaldehyde derivatives were prepared with yields of 41-67%. Thiosemicarbazones of these aldehydes with D-galactose moiety were synthesized by reaction of these aldehydes with N-(2,3,4,6-tetra-O-acetyl-β-Dgalactopyranosyl) thiosemicarbazide with yields of 62-74%. These thiosemicarbazones were screened for their antibacterial and antifungal activities in vitro against bacteria, such as Staphylococcus aureus, Escherichia coli, and fungi, such as Aspergillus niger, Candida albicans. Several compounds exhibited strong inhibitory activity with MIC values of 0.78- 1.56 μM, including 8a (against S. aureus, E. coli, and C. albicans), 8d (against E. coli and A. niger), 9a (against S. aureus), and 9c (against S. aureus and C. albicans).

Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis

Science ◽  
2021 ◽  
Vol 372 (6538) ◽  
pp. 175-182
Author(s):  
Hairong Lyu ◽  
Ilia Kevlishvili ◽  
Xuan Yu ◽  
Peng Liu ◽  
Guangbin Dong
Keyword(s):  
Nickel Catalyst ◽  
Bioactive Compounds ◽  
Cyclic Ethers ◽  
Alkyl Ether ◽  
Tandem Catalysis ◽  
Mechanistic Studies ◽  
Alkyl Ethers ◽  
Nitrogen Substitution ◽  
Zinc Nickel

Mild methods to cleave the carbon-oxygen (C−O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C−O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly streamline preparation of bioactive compounds. Mechanistic studies reveal a cleavage-then-rebound pathway via zinc/nickel tandem catalysis.

ChemInform Abstract: Formation of 1- and 2-Alkoxyenynes by Palladium Catalyzed Cross- Coupling of 1- and 2-Bromoalkenyl Alkyl Ethers with Alkynes.

ChemInform ◽  
2010 ◽  
Vol 28 (18) ◽  
pp. no-no
Author(s):  
I. G. TROSTYANSKAYA ◽  
A. S. SHVETSOV ◽  
I. V. EFIMOVA ◽  
M. A. KAZANKOVA ◽  
I. P. BELETSKAYA
Keyword(s):  
Cross Coupling ◽  
Palladium Catalyzed ◽  
Alkyl Ethers

Mechanism for the addition of acetals to vinyl alkyl ethers in the presence of lewis acids

1981 ◽  
Vol 30 (9) ◽  
pp. 1781-1782
Author(s):  
S. M. Makin ◽  
Yu. E. Raifel'd ◽  
Yu. V. Morozhenko ◽  
T. B. Svetlanova ◽  
B. S. El'yanov
Keyword(s):  
Lewis Acids ◽  
Alkyl Ethers

Notes - Preparation and Properties of Some Fluorohaloethyl Alkyl Ethers

1958 ◽  
Vol 23 (11) ◽  
pp. 1785-1786 ◽  
Author(s):  
J Park ◽  
H Cummings ◽  
J Lacher
Keyword(s):  
Alkyl Ethers

scholarly journals Nickel-catalyzed reductive cleavage of aryl alkyl ethers to arenes in absence of external reductant

2015 ◽  
Vol 6 (6) ◽  
pp. 3410-3414 ◽  
Author(s):  
Mamoru Tobisu ◽  
Toshifumi Morioka ◽  
Akimichi Ohtsuki ◽  
Naoto Chatani
Keyword(s):  
Nickel Catalyst ◽  
Alkoxy Group ◽  
Reductive Cleavage ◽  
Alkyl Ethers ◽  
Aryl Ethers

A nickel catalyst for reductive cleavage of aryl ethers in the absence of an external reductant is developed. The alkoxy group of the substrate serves as an internal reductant.

ChemInform Abstract: A New Synthesis of Hindered Unsymmetrical tert-Alkyl Ethers.

ChemInform ◽  
2010 ◽  
Vol 23 (27) ◽  
pp. no-no
Author(s):  
H. MASADA ◽  
H. GOTOH ◽  
M. OHKUBO
Keyword(s):  
New Synthesis ◽  
Alkyl Ethers
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