scholarly journals Solvent- and ligand-induced switch of selectivity in gold(I)-catalyzed tandem reactions of 3-propargylindoles

2011 ◽  
Vol 7 ◽  
pp. 786-793 ◽  
Author(s):  
Estela Álvarez ◽  
Delia Miguel ◽  
Patricia García-García ◽  
Manuel A Fernández-Rodríguez ◽  
Félix Rodríguez ◽  
...  

The selectivity of our previously described gold-catalyzed tandem reaction, 1,2-indole migration followed by aura-iso-Nazarov cyclization, of 3-propargylindoles bearing (hetero)aromatic substituents at both the propargylic and terminal positions, was reversed by the proper choice of the catalyst and the reaction conditions. Thus, 3-(inden-2-yl)indoles, derived from an aura-Nazarov cyclization (instead of an aura-iso-Nazarov cyclization), were obtained in moderate to good yields from a variety of 3-propargylindoles.

ChemInform ◽  
2007 ◽  
Vol 38 (1) ◽  
Author(s):  
Edna Vazquez Velez ◽  
Celine Desnous ◽  
Pascale Clivio

2018 ◽  
Vol 24 (1) ◽  
pp. 23-26
Author(s):  
Zheng Li ◽  
Wenli Song ◽  
Jiaojiao He ◽  
Yan Du ◽  
Jingya Yang

Abstract An efficient method for the synthesis of the title compounds by reactions of divinyl ketones with thiourea is described. This protocol has the advantages of high yields, mild reaction conditions and simple work-up procedure.


Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 3863-3873 ◽  
Author(s):  
Yu An ◽  
Huan He ◽  
Tiantian Liu ◽  
Yong Zhang ◽  
Xiaoyun Lu ◽  
...  

A diversified synthesis of 2-(4-oxo[1,2,3]triazolo-[1,5-a]quin­oxalin-5(4H)-yl)acetamide derivatives is demonstrated. The protocol employs a Ugi four-component reaction for the assembling of N-(2-haloaryl)propynamide intermediates and followed by a copper-catalyzed tandem reaction of the synthetic N-(2-haloaryl)propynamides with sodium azide. Such a method provides rapid access to structurally varied and complex fused tricyclic scaffolds through readily available starting materials.


Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 959-963
Author(s):  
Jian-Jun Li ◽  
Zhiwei Chen ◽  
Yangyang Fan ◽  
Lei Zheng ◽  
Zhaohai Yang

This work discloses a novel and efficient protocol for the construction of functionalized chromeno[3,4-c]pyridine derivatives from the Blaise reaction intermediates and 3-cyanocoumarins through a CuCl2-catalyzed sequential Michael addition/intramolecular cyclization/oxidative aromatization reaction. This new method shows the advantages of mild reaction conditions, easy workup, nonchromatographic purification technique, good functional group tolerance, and moderate to good yields.


Author(s):  
Yi An ◽  
Fang Zhang ◽  
Guangfen Du ◽  
Zhihua Cai ◽  
Lin He

A mild and transition-metal free method has been proposed for the synthesis of 6H-benzo[c]thiochromenes via the tandem reactions of arynes with thionoesters.


2013 ◽  
Vol 9 ◽  
pp. 2846-2851 ◽  
Author(s):  
Haijun Qu ◽  
Xuejian Li ◽  
Fan Mo ◽  
Xufeng Lin

A one-pot three-component synthesis of dihydropyrimidinones via a molecular iodine-catalyzed tandem reaction of simple readily available mono-substituted urea, alkylaldehyde, and arylaldehyde has been developed. The reaction proceeds with high chemo- and regioselectivity to give highly diverse dihydropyrimidinones in reasonable yields under mild reaction conditions. Moreover, the first catalytic enantioselective version of this reaction was also realized by using chiral spirocyclic SPINOL-phosphoric acids.


2014 ◽  
Vol 12 (24) ◽  
pp. 4078-4083 ◽  
Author(s):  
Jiuxi Chen ◽  
Jianjun Li ◽  
Weike Su

Palladium-catalyzed desulfinative addition and intramolecular annulation tandem reactions of 2-hydroxyarylacetonitriles with sodium sulfinates for one-pot synthesis of 2-arylbenzofurans.


2014 ◽  
Vol 50 (42) ◽  
pp. 5641-5643 ◽  
Author(s):  
Yan He ◽  
Xinying Zhang ◽  
Xuesen Fan

A novel and efficient synthesis of naphthalene amino esters and arylnaphthalene lactone lignans via the tandem reaction of 2-alkynylbenzonitriles is presented.


Author(s):  
Yetong Zhang ◽  
Lepeng Chen ◽  
Yinlin Shao ◽  
Fangjun Zhang ◽  
Zhongyan Chen ◽  
...  

The three-component tandem reaction of 2-aminobenzonitriles, arylboronic acids and ketones as available reagents allowing the synthesis of polysubstitution quinolines is reported.


2006 ◽  
Vol 43 (4) ◽  
pp. 1095-1098 ◽  
Author(s):  
Edna Vázquez Velez ◽  
Céline Desnous ◽  
Pascale Clivio

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