scholarly journals Sustainable synthesis of 3-substituted phthalides via a catalytic one-pot cascade strategy from 2-formylbenzoic acid with β-keto acids in glycerol

2017 ◽  
Vol 13 ◽  
pp. 1425-1429 ◽  
Author(s):  
Lina Jia ◽  
Fuzhong Han

Background: Phthalides are privileged constituents of numerous pharmaceuticals, natural products and agrochemicals and exhibit several biological and therapeutic activities. Therefore, the development of new, facile, and sustainable strategies for the construction of these moieties is highly desired. Results: A broad substrate scope for β-keto acids was found to be strongly compatible with this catalytic process, affording a wide variety of 3-substituted phthalides in good to excellent yields. Conclusion: A concise and efficient synthesis strategy of 3-substituted phthalides from 2-formylbenzoic acid and β-keto acids via a catalytic one-pot cascade reaction in glycerol has been accomplished.

2020 ◽  
Vol 44 (9) ◽  
pp. 3632-3636
Author(s):  
Sandip Gangadhar Balwe ◽  
Yeon Tae Jeong

The first p-TSA·H2O-catalyzed highly efficient one-pot cascade reaction for the synthesis of novel fused tricyclic benzofuro[2,3-b]pyrroles has been discovered.


Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.


RSC Advances ◽  
2015 ◽  
Vol 5 (125) ◽  
pp. 103091-103094 ◽  
Author(s):  
Santosh S. Chavan ◽  
Mohsinkhan Y. Pathan ◽  
Shafeek A. R. Mulla

A tin-catalyzed solvent free one-pot multi-component cascade reaction strategy for the efficient synthesis of β-azaarene substituted ketones via an aldol–Michael addition/C(sp3)–H functionalization of 2-alkylazaarenes has been developed.


2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.


2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.


Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4976
Author(s):  
Marie Ruch ◽  
Nicolas Brach ◽  
Roméric Galéa ◽  
Patrick Wagner ◽  
Gaëlle Blond

We report herein an efficient synthesis of furopyran derivatives through a gold(I)-catalyzed domino reaction. The cascade reaction starts with two regioselective cyclizations, a 5-endo-dig and a 8-endo-dig, followed with a Grob-type fragmentation and a hetero Diels–Alder. The obtained furopyran derivatives contain fused and spiro-heterocycles. During this one-pot process, four bonds and four controlled stereogenic centers including a quaternary center are formed.


Author(s):  
Xiao Dan Han ◽  
Gao Liang Peng ◽  
Hui Bin Wang ◽  
lei wu ◽  
Jian Ping Fu ◽  
...  

We report here that a series of O-bridged ring fused spiro piperidone-cyclopropane derivatives 3 can be constructed in a single step by the one-pot reaction of 1-acylcyclopropanecarboxamides 1 with polarized...


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