scholarly journals Asymmetric Zinc Catalysis in Green One-Pot Processes

2021 ◽  
Vol 25 ◽  
Author(s):  
Hélène Pellissier
Keyword(s):  
Environmentally Benign ◽  
Direct Access ◽  
Tandem Reactions ◽  
Chiral Molecules ◽  
One Pot ◽  
First Time ◽  
Zinc Catalysis

: This review collects for the first time enantioselective one-pot processes promoted by green chiral zinc catalysts. It illustrates how much these cheap, non-toxic and environmentally benign catalysts allow unprecedented asymmetric domino and tandem reactions of many types to be achieved, allowing a direct access to a wide variety of very complex chiral molecules.

Organocatalytic total synthesis of bioactive compounds based on one-pot methodologies

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Hélène Pellissier
Keyword(s):  
Total Synthesis ◽  
Bioactive Compounds ◽  
Biologically Active ◽  
Direct Access ◽  
Tandem Reactions ◽  
One Pot ◽  
Total Syntheses ◽  
Asymmetric Organocatalysis ◽  
Key Steps

Abstract The combination of one-pot methodologies to asymmetric organocatalysis allow a green and direct access to many types of complex highly functionalized chiral products, including important key intermediates in total syntheses of important bioactive compounds. A series of chiral organocatalysts have already been successfully applied to such syntheses. This report collects major developments in the total synthesis of biologically active products based on the use of enantioselective organocatalytic domino/tandem reactions as key steps. It is divided into two parts dealing successively with reactions based on the use of proline-derived catalysts and other organocatalysts.

Metal-, and Organocatalyst-Free One-Pot Assembly of Chiral Aza-Tricyclic Molecules: Creating Six Contiguous Stereocenters from 2-D-Structures and an Amino Acid

2020 ◽  
Author(s):  
Dung Do
Keyword(s):  
Amino Acid ◽  
Chemical Space ◽  
Structural Diversity ◽  
Therapeutic Agents ◽  
Chiral Molecules ◽  
One Pot ◽  
Complex Molecules ◽  
Chiral Catalyst ◽  
Chiral Complex ◽  
Free Process

<p>Chiral molecules with their defined 3-D structures are of paramount importance for the study of chemical biology and drug discovery. Having rich structural diversity and unique stereoisomerism, chiral molecules offer a large chemical space that can be explored for the design of new therapeutic agents.<sup>1</sup> Practically, chiral architectures are usually prepared from organometallic and organocatalytic processes where a transition metal or an organocatalyst is tailor-made for desired reactions. As a result, developing a method that enables rapid assembly of chiral complex molecules under metal- and organocatalyst-free condition represents a daunting challenge. Here we developed a straightforward route to create a chiral 3-D structure from 2-D structures and an amino acid without any chiral catalyst. The center of this research is the design of a <a>special chiral spiroimidazolidinone cyclohexadienone intermediate</a>, a merger of a chiral reactive substrate with multiple nucleophillic/electrophillic sites and a transient organocatalyst. <a>This unique substrate-catalyst (“subcatalyst”) dual role of the intermediate enhances </a><a>the coordinational proximity of the chiral substrate and catalyst</a> in the key Aza-Michael/Michael cascade resulting in a substantial steric discrimination and an excellent overall diastereoselectivity. Whereas the “subcatalyst” (hidden catalyst) is not present in the reaction’s initial components, which renders a chiral catalyst-free process, it is strategically produced to promote sequential self-catalyzed reactions. The success of this methodology will pave the way for many efficient preparations of chiral complex molecules and aid for the quest to create next generation of therapeutic agents.</p>

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

Amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks as efficient catalysts for one-pot cascade reactions

2019 ◽  
Vol 43 (5) ◽  
pp. 2269-2273 ◽  
Author(s):  
Guojie Meng ◽  
Shengguang Gao ◽  
Ying Liu ◽  
Li Zhang ◽  
Chunmei Song ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
One Pot ◽  
First Time

The synthesis of amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks for one-pot cascade reactions was reported for the first time.

scholarly journals Regioselective, one-pot, multi-component, green synthesis of substituted benzo[c]pyrazolo[2,7]naphthyridines

RSC Advances ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 5938-5950 ◽  
Author(s):  
Abida Ashraf ◽  
Zahid Shafiq ◽  
Khalid Mahmood ◽  
Muhammad Yaqub ◽  
Waqar Rauf
Keyword(s):  
Green Synthesis ◽  
Environmentally Benign ◽  
One Pot

An efficient and environmentally benign synthetic protocol has been developed for the synthesis of benzo[c]pyrazolo[2,7]naphthyridine derivatives through regioselective multi-component “on-water” reaction of isatin, malononitrile and 3-aminopyrazole.

Pt NPs@GO as a highly efficient and reusable catalyst for one-pot synthesis of acridinedione derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (61) ◽  
pp. 49295-49300 ◽  
Author(s):  
Handan Pamuk ◽  
Burak Aday ◽  
Fatih Şen ◽  
Muharrem Kaya
Keyword(s):  
Aromatic Aldehydes ◽  
Reusable Catalyst ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
First Time

Pt NPs@GO has been used for the first time for synthesizing acridinedione from dimedone, aromatic aldehydes and various amines as a catalyst.

Catalyst-Free One-Pot Synthesis of Novel Heteroarylamine Substituted Furo[3,2-c]coumarins

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1589-1592 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Mahnaz Saraei ◽  
Reyhaneh Khoeiniha
Keyword(s):  
Michael Addition ◽  
Aldol Condensation ◽  
Ring Closure ◽  
Dehydration Reaction ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Tandem Process ◽  
First Time

A high-yielding cyclocondensation of 4-hydroxycoumarin, phenylglyoxal monohydrate, and heteroarylamines proceeds without catalysis, which gives novel functionalized furo[3,2-c]coumarins and heteroarylamino alkylation of coumarin products in acetonitrile under reflux, is reported for the first time. This tandem process involves sequentially an aldol condensation, Michael addition, a ring closure, and dehydration reaction.

scholarly journals Environmentally Benign Synthesis of Tetra-Substituted Imidazoles through 4-Components Strategy Mediated by (S)-3-Methyl-1, 1-Diphenylbutane-1, 2-Diamine

2018 ◽  
Vol 10 (1) ◽  
pp. 39-50
Author(s):  
M. Rana ◽  
A. Rahman ◽  
P. K. Roy ◽  
H. N. Roy
Keyword(s):  
Cost Effectiveness ◽  
Environmentally Benign ◽  
One Pot ◽  
Benign Synthesis

(S)-3-Methyl-1, 1-diphenylbutane-1, 2-diamine has been found to be a mild and effective organocatalyst for one-pot 4-components synthesis of 1, 2, 4, 5-tetra-substituted imidazoles. The key benefits of this protocol is high yielding, cost effectiveness, easy purification and above all, environmentally benign.

Palladium-promoted sulfur atom migration on carboranes: facile B(4)−S bond formation from mononuclear Pd-B(4) complexes

2018 ◽  
Vol 90 (4) ◽  
pp. 607-616
Author(s):  
Yin-Ping Wang ◽  
Yue-Jian Lin ◽  
Guo-Xin Jin
Keyword(s):  
Sulfur Atom ◽  
Bond Formation ◽  
Reaction Process ◽  
One Pot ◽  
Leaving Group ◽  
Atom Migration ◽  
First Time

AbstractFor the first time, carborane complexes containing a B(4)–S bond were obtained directly by heating mononuclear Pd-B(4)-bound carborane complexes. A possible mechanism involved in sulfur atom migration is presented in which the leaving group, pyridine, benzyl isocyanide or PPh3, is demonstrated to be the trigger of the reaction process. In this work, efficient routes are developed through one-pot reactions to prepare B(4)-S carborane derivatives.

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