Gold-catalyzed domino reactions of alkynol and p-quinone methides: divergent synthesis of fused- and spiro-ketals

2020 ◽  
Vol 7 (6) ◽  
pp. 856-861 ◽  
Author(s):  
Wenxiu Mao ◽  
Shiquan Lin ◽  
Liang Zhang ◽  
Haifeng Lu ◽  
Jiong Jia ◽  
...  

A gold-catalyzed domino reaction of alkynyl alcohols and p-quinone methides to obtain divergent fused- and spiro-ketals has been developed.

2020 ◽  
Vol 22 (18) ◽  
pp. 6137-6147
Author(s):  
Yahui Gong ◽  
Pingzhou Wang ◽  
Cai Wu ◽  
Jie Wang ◽  
Chun Shen

Upgrading aqueous acetone–butanol–ethanol mixtures to high-density bio-fuels is realized via the three-step domino reaction in a green way.


Synlett ◽  
2020 ◽  
Vol 31 (13) ◽  
pp. 1282-1286
Author(s):  
Farhat Rezgui ◽  
Ghalia Bouhalleb ◽  
Ahmed Meddeb ◽  
Noura Fakhar Bourguiba ◽  
Julien Legros ◽  
...  

A new efficient ZnBr2-mediated annulative domino reaction between enamines and cyclic Morita–Baylis–Hillman (MBH) alcohols is disclosed. The process involves a tandem sequence (intermolecular conjugate addition of enamines to MBH alcohols and intramolecular nucleophilic addition of the hydroxyl moiety to the transiently generated iminium ion), affording the corresponding N,O-ketals diastereoselectively in good yields.


Synthesis ◽  
2017 ◽  
Vol 49 (23) ◽  
pp. 5251-5257 ◽  
Author(s):  
Maria Matveeva ◽  
Tatiana Borisova ◽  
Alexander Titov ◽  
Lada Anikina ◽  
Svetlana Dyachenko ◽  
...  

An efficient synthesis of pyrrolo[2,1-a]isoquinolines by a domino reaction from a variety of 3,4-dihydropyrrolo[2,1-a]isoquinolines and α,β-unsaturated aldehydes in the absence of catalyst in good yields under microwave irradiation, is reported.


2017 ◽  
Vol 4 (1) ◽  
pp. 119-123 ◽  
Author(s):  
Li Zhang ◽  
Beichen Zhang ◽  
Teng Jiang ◽  
Tao Lu ◽  
Qingfa Zhou

A triethylamine-catalyzed domino reaction between phthalimidomalonate derivatives and activated alkynes has been developed under mild conditions.


2017 ◽  
Vol 41 (19) ◽  
pp. 11009-11015 ◽  
Author(s):  
Seeni Maharani ◽  
Sundaravel Vivek Kumar ◽  
Abdulrahman I. Almansour ◽  
Raju Suresh Kumar ◽  
Anitha Kandasamy ◽  
...  

Novel penta- and tetra-cyclic cage-like compounds and dispiro heterocycles were obtained as a result of a microwave-assisted three-component domino reaction.


RSC Advances ◽  
2014 ◽  
Vol 4 (71) ◽  
pp. 37889-37899 ◽  
Author(s):  
Shaik Karamthulla ◽  
Suman Pal ◽  
Md. Nasim Khan ◽  
Lokman H. Choudhury

A clean, efficient and catalyst-free multicomponent domino reaction of arylglyoxals, cyclic 1,3-dicarbonyls and thioamides in aqueous media under microwave conditions is reported.


RSC Advances ◽  
2015 ◽  
Vol 5 (110) ◽  
pp. 90451-90456 ◽  
Author(s):  
Sundaravel Vivek Kumar ◽  
Shanmugam Muthusubramanian ◽  
Subbu Perumal

A facile synthesis of 4-hydroxy-3-arylthiazolidine-2-thiones through novel domino reactions of aryl isothiocyanates and 1,4-dithiane-2,5-diol under solvent- and catalyst-free microwave irradiation is reported.


Synthesis ◽  
2021 ◽  
Author(s):  
Yolanda Navarro ◽  
Ismael Heras-Jiménez ◽  
María José Iglesias ◽  
Fernando López Ortiz

We describe the synthesis of 1,4-(disubstituted)-5-triazenyl-1,2,3-triazoles bearing diethoxy arylphosphoryl moieties via a domino reaction between ortho-azidophosphonates and premade copper(I) alkynydes involving a chelation-assisted [3+2] cycloaddition followed by interception of the copper(I) triazolide generated by the azide. The resulting dicopper(I) triazoletriazenide complex has been characterized through X-ray diffraction.


Synlett ◽  
2018 ◽  
Vol 30 (02) ◽  
pp. 207-212 ◽  
Author(s):  
Feng Liu ◽  
Rui Gou ◽  
Yi Zhang ◽  
Sheng-wei Wu

Polysubstituted 3-chalcogenated indoles were synthesized by a three-component, one-pot, domino reaction of a N-(2-bromophenyl)trifluoroacetamide, a 1-alkyne, a disulfides or diselenides, CuI, and proline in DMF. In this process, tandem Sonogashira coupling, N-cyclization, and sulfenyl/selenyl electrophilic substitution occurred sequentially and smoothly to form the anticipated products in good to excellent yields (20 examples; 65–96%). Notably, no palladium catalyst was used in this catalytic system, supporting its cost effectiveness and potential industrial application.


Catalysts ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 634
Author(s):  
Michael S. Christodoulou ◽  
Egle M. Beccalli ◽  
Sabrina Giofrè

This review is focused on palladium-catalyzed reactions as efficient strategies aimed at the synthesis of different classes of benzodiazepines. Several reaction typologies are reported including hydroamination, amination, C–H arylation, N-arylation, and the Buchwald–Hartwig reaction, depending on the different substrates identified as halogenated starting materials (activated substrates) or unactivated unsaturated systems, which then exploit Pd(0)- or Pd(II)-catalytic species. In particular, the use of the domino reactions, as intra- or intermolecular processes, are reported as an efficient and eco-compatible tool to obtain differently functionalized benzodiazepines. Different domino reaction typologies are the carboamination, aminoarylation, aminoacethoxylation, aminohalogenation, and aminoazidation.


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