scholarly journals Complex chromene derivatives through a silver-catalysed cascade reaction of simple o-alkynylsalicylaldehydes and alkenes

2016 ◽  
Vol 52 (91) ◽  
pp. 13405-13408 ◽  
Author(s):  
Tamara Arto ◽  
Patricia Fernández ◽  
Francisco J. Fañanás ◽  
Félix Rodríguez

Silver triflate catalyses a complex transformation of simple ortho-alkynylsalicylaldehydes and alkenes to give benzo[de]chromenyl ketones in a process that involves two formal [4+2]-cyclization reactions.

Synthesis ◽  
2018 ◽  
Vol 51 (04) ◽  
pp. 960-970 ◽  
Author(s):  
Naseem Ahmed ◽  
Iram Parveen

A facile cascade reaction is reported via aza-Michael addition, ring opening, and cyclization between 3-bromoflavone and aniline derivatives or N-phenylurea in the presence of KOt-Bu and CuI in DMF under mild reaction conditions. Products were obtained as stereospecific trans-aminated aurones in good to excellent yields (61–83%). Our protocol is operationally successful with ease, avoids the requirement of additives and ligands, and offers broad substrate scope.


SynOpen ◽  
2022 ◽  
Vol 06 (01) ◽  
pp. 11-15
Author(s):  
Saeed Balalaie ◽  
Mojtaba Ayoubi ◽  
Ali Nikbakht ◽  
Kamran Amiri ◽  
Alireza Abbasi Kejani ◽  
...  

AbstractWe describe a novel, simple, robust, and efficient cyclization/deoxygenation approach for the synthesis of functionalized isoquinoline derivatives. Over the course of continued studies on o-alkynylbenzaldoxime cyclization reactions, the formation of cyclic nitrones through 6-endo-dig cyclization was achieved using silver triflate or bromine as an electrophile, and subsequently, the deoxygenation process was carried out in the presence of CS2 in good to high yields.


Synlett ◽  
2017 ◽  
Vol 28 (12) ◽  
pp. 1394-1406 ◽  
Author(s):  
Chi-Sing Lee ◽  
Guangyan Du ◽  
Gaopeng Wang ◽  
Wenjing Ma ◽  
Qianqian Yang ◽  
...  

The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.1 Introduction2 Dual-Mode Lewis Acids3 Prins/Conia-Ene Cascade Reaction and its Applications4 Diels–Alder/Carbocyclization Cascade Reaction and Applications4.1 First Generation Diels–Alder/Carbocyclization Cascade Reaction and its Application4.2 Second Generation Diels–Alder/Carbocyclization Cascade Reaction and its Applications5 Michael/Conia-Ene Cascade Reaction and its Applications6 Conclusion


2019 ◽  
Vol 55 (49) ◽  
pp. 7013-7016 ◽  
Author(s):  
Michaelyn C. Lux ◽  
Melissa L. Boby ◽  
Joshua L. Brooks ◽  
Derek S. Tan

A redox-relay process links two successive Pd-catalyzed cyclization reactions at remote sites to afford bicyclic ether products from readily available linear diene–diol substrates.


2018 ◽  
Author(s):  
Sandepan Maity ◽  
Robert Flowers

Despite the broad utility and application of SmI<sub>2</sub>in synthesis, the reagent is used in stoichiometric amounts and has a high molecular weight, resulting in a large amount of material being used for reactions requiring one or more equivalents of electrons. We report mechanistic studies on catalytic reactions of Sm(II) employing a terminal magnesium reductant and trimethyl silyl chloride in concert with a non-coordinating proton donor source. Reactions using this approach permitted reductions with as little as 1 mol% Sm. The mechanistic approach enabled catalysis employing HMPA as a ligand, facilitating the development of catalytic Sm(II) 5-<i>exo</i>-<i>trig </i>ketyl olefin cyclization reactions.


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