154030-46-3Relevant academic research and scientific papers
Resin-bound (succinimid-1-yloxycarbonylmethyl)triphenylphosphonium ylide - A synthon for rapid access to diverse heterocycles under microwave heating
Henkel, Bernd
, p. 355 - 358 (2008)
The synthesis of a novel and versatile resin-bound (succinimid-1- yloxycarbonylmethyl)triphenylphosphonium ylide is described. The use of this resin to the synthesis of several diverse heterocycles, whilst allowing for ease of workup, is reported. Georg Thieme Verlag Stuttgart.
Photobehavior of Crystalline 4-Styrylcoumarin Dimorphs: Structure-Reactivity Correlations
Moorthy, Jarugu Narasimha,Venkatesan, Kailasam
, p. 1 - 6 (1994)
4-Styrylcoumarin crystallizes from chloroform and hexane mixture in two morphologically different modifications.The monoclinic form (needles, P21/c) undergoes stereospecific photodimerization producing anti head-to-tail dimer across pyrone double bond, whereas the triclinic modification (prisms, P) dimerizes yielding photodimer of the same configuration, but across styrenic double bond.Single crystal X-ray analyses of the dimorphs reveal the packing differences permitting rationalization of the regio- and stereochemistry of the photoproducts.The significantly low dimer yield from the prismatic crystals is rationalized.
Rapid Access of Alkynyl and Alkenyl Coumarins via a Dipyridinium Methylide and Propargylamine Cascade Reaction
He, Xinwei,Li, Ruxue,Choy, Pui Ying,Liu, Tianyi,Yuen, On Ying,Leung, Man Pan,Shang, Yongjia,Kwong, Fuk Yee
, p. 7348 - 7352 (2020/10/02)
A DMAP-catalyzed cascade approach allowing facile assembly of alkynyl coumarins is reported. By virtue of reactive o-AQM (in situ generated from modular propargylamine) and a new synthetic equivalent of acyl carbene (from pyridinium ylide), the reaction proceeds smoothly to afford a variety of alkynyl coumarins in good-to-excellent yields. This transition-metal-free and oxidant-free process features moderate functional group tolerance, particularly the-Br group; thus, this protocol circumvents the inherent shortcomings of the existing Sonogashira coupling of coumarin triflates. This versatile method is also found to be applicable to the preparation of β-alkenyl coumarins, resembling the outcomes of the current Heck-type coupling reaction.
Transition metal- and oxidant-free sulfonylation of 1-sulfonyl-1H-1,2,3-triazoles to enols for the synthesis of sulfonate derivatives
He, Xinwei,Wu, Yuhao,Zuo, Youpeng,Xie, Mengqing,Li, Ruxue,Shang, Yongjia
supporting information, p. 959 - 972 (2019/03/14)
A novel and convenient protocol for the synthesis of sulfonate derivatives via DABCO-catalyzed direct sulfonylation of 1-sulfonyl-1,2,3-triazoles to different enols has been established. This synthetic route could effectively avoid the use of transition m
Pd/Indanone-Based Ligands: An Efficient Catalyst System for Ullmann-Type, Suzuki-Miyaura, and Mizoroki-Heck Cross-Coupling Reactions with Aryl Tosylates and Aryl Halides
Waheed, Mohammed,Ahmed, Naseem
, p. 4372 - 4382 (2017/09/12)
2-Hydroxyindan-1-ones have been efficiently synthesized and successfully applied as ligands in Pd-catalyzed Ullmann type, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling reactions with aryl tosylates and aryl halides. The ligands are air- and moisture-stable and have shown high catalytic activity with Pd(OAc) 2 in these cross-coupling reactions. The system tolerates a variety of functional groups in the product and can be re-used at least three times with maximum efficiency..
Handy Protocols using Vinyl Nosylates in Suzuki-Miyaura Cross-Coupling Reactions
Dikova, Anna,Cheval, Nicolas P.,Blanc, Aurélien,Weibel, Jean-Marc,Pale, Patrick
supporting information, p. 4093 - 4100 (2016/01/25)
Vinyl nosylates derived from 1,3-dicarbonyl compounds could be engaged in Suzuki-Myaura cross coupling reactions with aryl-, vinyl- and methylboronic acids or trifluoborate derivatives at room temperature in the presence of 2mol% of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) [PdCl2(dppf)]. One-pot procedures have been set up for practical and efficient nosylation-cross-coupling reactions. Nosylate, as a cheap novel pseudo-halide, gives very stable compounds and is very efficient in Suzuki-Myaura cross coupling reactions (21 examples, 44-99%).
A Convenient Synthesis of 4-Styrylcoumarins
Joshi, U. K.,Kelkar, R. M.,Paradkar, M. V.
, p. 1151 - 1152 (2007/10/02)
The title-compounds (IIa-m) have been prepared by condensing 2'-hydroxychalcones (Ia-m) with the easily accessible Wittig reagent Ph3P=CHCOOEt.
