P/B Ketene Adduct Formation from Acyl Chlorides at a Vicinal Phosphane/Borane Frustrated Lewis Pair

2014 ◽  
Vol 55 (2) ◽  
pp. 210-215 ◽  
Author(s):  
Silke Frömel ◽  
Georg Radermacher ◽  
Birgit Wibbeling ◽  
Constantin G. Daniliuc ◽  
Timothy H. Warren ◽  
...  
2017 ◽  
Vol 643 (23) ◽  
pp. 1978-1990 ◽  
Author(s):  
Werner Uhl ◽  
Lukas Keweloh ◽  
Alexander Hepp ◽  
Frank Stegemann ◽  
Marcus Layh ◽  
...  

Author(s):  
Steffen A. Föhrenbacher ◽  
Vivien Zeh ◽  
Mirjam J. Krahfuss ◽  
Nikolai V. Ignat'ev ◽  
Maik Finze ◽  
...  

2013 ◽  
Vol 42 (13) ◽  
pp. 4487 ◽  
Author(s):  
Annika Stute ◽  
Gerald Kehr ◽  
Constantin G. Daniliuc ◽  
Roland Fröhlich ◽  
Gerhard Erker

2020 ◽  
Vol 17 (7) ◽  
pp. 525-534 ◽  
Author(s):  
Nevin Arıkan Ölmez ◽  
Faryal Waseer

Background: Urea, thiourea, and 1,2,4-oxadiazole compounds are of great interest due to their different activities such as anti-inflammatory, antiviral, analgesic, fungicidal, herbicidal, diuretic, antihelminthic and antitumor along with antimicrobial activities. Objective: In this work, we provide a new series of potential biologically active compounds containing both 1,2,4-oxadiazole and urea/thiouprea moiety. Materials and Methods: Firstly, 5-chloromethyl-3-aryl-1,2,4-oxadiazoles (3a-j) were synthesized from the reaction of different substituted amidoximes (2a-j) and chloroacetyl chloride in the presence of pyridine by conventional and microwave-assisted methods. In the conventional method, 1,2,4-oxadiazoles were obtained in two steps. O-acylamidoximes obtained in the first step at room temperature were heated in toluene for an average of one hour to obtain 1,2,4-oxadiazoles. The yields varied from 70 to 96 %. 1,2,4-oxadiazoles were obtained under microwave irradiation in a single step in a 90-98 % yield at 160 °C in five minutes. 5-aminomethyl-3-aryl-1,2,4- oxadiazoles (5a-j) were obtained by Gabriel amine synthesis in two steps from corresponding 5-chloromethyl-3- aryl-1,2,4-oxadiazoles. Finally, twenty new urea (6a-j) and thiourea (7a-j) compounds bearing oxadiazole ring were synthesized by reacting 5-aminomethyl-3-aryl-1,2,4-oxadiazoles with phenyl isocyanate and isothiocyanate in tetrahydrofuran (THF) at room temperature with average yields (40-70%). Results and Discussions: An efficient and rapid method for the synthesis of 1,2,4-oxadiazoles from the reaction of amidoximes and acyl halides without using any coupling reagent under microwave irradiation has been developed, and twenty new urea/thiourea compounds bearing 1,2,4-oxadiazole ring have been synthesized and characterized. Conclusion: We have synthesized a new series of urea/thiourea derivatives bearing 1,2,4-oxadiazole ring. Also facile synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from amidoximes and acyl chlorides under microwave irradiation was reported. The compounds were characterized using FTIR, 1H NMR, 13C NMR, and elemental analysis techniques.


1988 ◽  
Vol 53 (8) ◽  
pp. 1735-1744 ◽  
Author(s):  
Jitka Horská ◽  
Jaroslav Stejskal ◽  
Pavel Kratochvíl ◽  
Aubrey D. Jenkins ◽  
Eugenia Tsartolia ◽  
...  

An attempt was made to prepare well-defined graft copolymers by the coupling reaction between acyl chloride groups located along the backbone chain and monohydroxy-terminated grafts prepared separately. The molecular weights and the parameters of heterogeneity in chemical composition of the products were determined by light scattering and osmometry. The determination of molecular characteristics revealed that the degree of grafting was low. The results therefore could not be confronted with a statistical model at this stage. The problems encountered in the synthesis, e.g., gel formation, and the data relating to the soluble products are discussed.


1992 ◽  
Vol 57 (2) ◽  
pp. 393-396 ◽  
Author(s):  
Martin Kotora ◽  
Milan Hájek

The 2 : 1 adduct as the final product of the addition of tetrachloromethane to 1,5-hexadiene catalyzed by copper(I)-butylamine complex was obtained in high yield (96%) under mild reaction conditions. Predominant 1 : 1 adduct formation was observed in the presence of a palladium catalyst or dibenzoyl peroxide initiator.


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