Iodine-Mediated Multi-Component Reactions: Readily Access to Tetrazoles and Guanidines

2020 ◽  
Vol 17 ◽  
Author(s):  
Bajivali Shaik ◽  
Mohan Seelam ◽  
Ramana Tamminana ◽  
Prasad Rao Kammela
Keyword(s):  
Reaction Time ◽  
Benzoyl Chloride ◽  
Functional Group ◽  
Molecular Iodine ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis ◽  
High Yields

Abstract: Environmentally benign syntheses of One-pot sequential reactions of benzoyl chloride with amines followed by the treatment of molecular I2 reagent under basic conditions provide benzoyl tetrazoles and guanidines in moderate to excel-lent yields. This one-pot synthesis has several advantages such as mild reaction conditions, short reaction time, convenient workup, high yields, using cheap and readily available reagent molecular Iodine. In addition, functional group tolerance has been explored

scholarly journals Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Maryam Kamalzare ◽  
Mohammad Reza Ahghari ◽  
Mohammad Bayat ◽  
Ali Maleki
Keyword(s):  
Reaction Time ◽  
Tannic Acid ◽  
High Performance ◽  
Catalytic Performance ◽  
Natural Material ◽  
Magnetic Nanocatalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
High Yields

AbstractRecently magnetic nanocatalyst has attracted considerable attention because of its unique properties, including high performance, easy separation from the reaction mixture, and recyclability. In this study, a novel magnetic bionanocomposite was synthesized with chitosan and tannic acid as a natural material. The synthesized bionanocatalyst was characterized by essential analysis. Fe3O4@chitosan-tannic acid as a heterogeneous nanocatalyst was successfully applied to synthesize pyranopyrazole and its derivatives by a one-pot four-component reaction of malononitrile, ethyl acetoacetate, hydrazine hydrate, and various aromatic aldehyde. At the end of the reaction, the nanocatalyst was separated from the reaction mixture and was reused several times with no significant decrease in its catalytic performance. Simple purification of products, the ability for recovering and reusing the nanocatalyst, eco-friendliness, high yields of pure products, mild reaction conditions, short reaction time, non-toxicity, economically affordable are some of the advantages of using the fabricated nanocatalyst in the synthesis of pyranopyrazole.

scholarly journals Pentafluoropropionic Acid: An Efficient and Metal-Free Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-5 ◽  
Author(s):  
Naser Montazeri ◽  
Taghva Noghani ◽  
Mona Ghorchibeigy ◽  
Rozita Zoghi
Keyword(s):  
Reaction Time ◽  
Aromatic Aldehyde ◽  
One Pot ◽  
Short Reaction Time ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
High Yields

Pentafluoropropionic acid (PFPA) efficiently catalyzes the one-pot, three-component reaction of aromatic aldehyde, malononitrile, and dimedone to yield tetrahydrobenzo[b]pyran derivatives in high yields. This method is of great value because of its easy processing, short reaction time, environmentally, and high yields.

Tetrabutylammonium Iodide Catalyzed Epoxidation of Naphthoquinone Derivatives with tert-Butyl Hydroperoxide as an Oxidant

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 4017-4024 ◽  
Author(s):  
Bai-Ru Ai ◽  
Xu-Ling Chen ◽  
Yu Dong ◽  
Lei Tang ◽  
Ji-Yu Wang
Keyword(s):  
Reaction Time ◽  
Silicon Dioxide ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Short Reaction Time ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Tetrabutylammonium Iodide ◽  
High Yields

An efficient and environmentally benign procedure has been developed for the epoxidation of naphthoquinone derivatives by using tetrabutylammonium iodide as a catalyst and tert-butyl hydroperoxide as an oxidant in the presence of silicon dioxide. This protocol, which provides a facile base-free methodology for the synthesis of some new naphthoquinone-based epoxides, features mild reaction conditions, high yields, remarkably short reaction time, and broad substrate scope

scholarly journals One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Chlorosulfonic Acid

2005 ◽  
Vol 2 (4) ◽  
pp. 228-230 ◽  
Author(s):  
Jin Tong-Shou ◽  
Zhao Ying ◽  
Liu Li-Bin ◽  
Li Tong-Shuang
Keyword(s):  
Reaction Time ◽  
Biginelli Reaction ◽  
Chlorosulfonic Acid ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis

An efficient synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) from the aldehydes, β-ketoesters and urea in ethanol using chlorosulfonic acid as the catalyst is described. Compared with the classical Biginelli reaction conditions, this method has the advantage of excellent yields and short reaction time.

Molecular Iodine Catalysed One Pot Synthesis of Spirooxindoles by Tandem Knoevenagel Cyclisation

2017 ◽  
Vol 14 (2) ◽  
pp. 23-29
Author(s):  
Aatika Nizam Anitha Varghese
Keyword(s):  
Reaction Time ◽  
Good Yield ◽  
Molecular Iodine ◽  
One Pot ◽  
Short Reaction Time ◽  
Component Method ◽  
One Pot Synthesis ◽  
Anti Inflammatory ◽  
Natural And Synthetic

Spirooxindoles are heterocycles found in various natural and synthetic products with potent bio-, physio-, and pharmaceutical activities. Heterocyclic fused phthalazines possess   antimicrobial, antifungal, anticancer, anti- inflammatory, and cardiotonic activities. Hence, an efficient multi-component method has been developed for the synthesis of pyrazolophthalazinyl spirooxindoles through tandem Knoevenagel cyclisation from isatin, malononitrile and various phthalhydrazides in presence of readily available molecular iodine as a catalyst in ethanol solvent under ultrasonic condition to afford the products in very good yield within 15 mins. The method is simple, efficient, uses readily available commercial starting materials and gives good yield of product in short reaction time.

PhI(OAc)2-Mediated One-Pot Synthesis of Benzoxazinones from Anthranilic Acids and Aromatic Aldehydes

2012 ◽  
Vol 36 (3) ◽  
pp. 123-126 ◽  
Author(s):  
Yuanyuan Xie ◽  
Suping Wang
Keyword(s):  
Reaction Time ◽  
Schiff Bases ◽  
Aromatic Aldehyde ◽  
Anthranilic Acid ◽  
Aromatic Aldehydes ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis ◽  
Anthranilic Acids

A novel way to synthesise 2-aryl-4H-benzo[d][1,3]oxazin-4-ones has been developed by the cyclisation of Schiff bases with (diacetoxyiodo)benzene. The salient features of this new protocol which starts from an anthranilic acid and an aromatic aldehyde, are short reaction time, mild reaction conditions and good yields.

scholarly journals l-Proline-Catalysed One-Pot Regio- and Diastereoselective Synthesis of Spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in Water

SynOpen ◽  
2017 ◽  
Vol 01 (01) ◽  
pp. 0045-0049 ◽  
Author(s):  
Subarna Kalita ◽  
Bidyut Das ◽  
Dibakar Deka
Keyword(s):  
Reaction Time ◽  
Domino Reaction ◽  
Purification Process ◽  
Diastereoselective Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
Chromatographic Techniques ◽  
High Yields ◽  
Operational Simplicity

A simple l-proline-catalysed regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water through a strategy of one-pot multicomponent domino reaction of 2,6-diaminopyrimidin-4-one, aldehydes and barbituric acids is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, simple purification process involving no chromatographic techniques, wide substrate scope, and high yields. The method delivers the desired product within short reaction time and with a diastereoselectivity of 61:39 to 100:0, which makes the protocol highly attractive.

A One-pot Multi-component Synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates Catalysed by Oxalic Acid Dihydrate

2013 ◽  
Vol 37 (1) ◽  
pp. 40-42 ◽  
Author(s):  
Seyed Sajad Sajadikhah ◽  
Nourallah Hazeri ◽  
Malek Taher Maghsoodlou ◽  
Mostafa Sayyed Habibi-Khorassani ◽  
Khatereh Khandan-Barani
Keyword(s):  
Reaction Time ◽  
Oxalic Acid ◽  
Column Chromatography ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
Oxalic Acid Dihydrate ◽  
Dialkyl Acetylenedicarboxylates ◽  
High Yields ◽  
Work Up

A simple synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates via one-pot multi-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of oxalic acid dihydrate (20 mol%) as catalyst in methanol is described. This homogeneous catalytic procedure offers advantages including mild reaction conditions, good to high yields, short reaction time, simple and readily available starting materials, easy work-up and there is no need for column chromatography.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

scholarly journals Microwave Assisted One Pot Synthesis of 3,4-Dihydropyrano[c]chromene Derivatives using [Emim]OH Ionic Liquid as Novel Catalyst

2019 ◽  
Vol 31 (4) ◽  
pp. 829-833
Author(s):  
D.S. Bhagat ◽  
S.G. Pande ◽  
M.V. Katariya ◽  
R.P. Pawar ◽  
P.S. Kendrekar
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
Aryl Aldehydes ◽  
Microwave Assisted ◽  
Novel Catalyst ◽  
Work Up

One-pot efficient protocol to the synthesis of 2-amino-5-oxo-4,5-dihydropyrano(3,2-c)chromene-3-carbonitrile derivatives via condensation of various aryl aldehydes, dicyanomethane and 4-hydroxycoumarin in presence of Emim hydroxide as an excellent homogeneous liquid catalyst. The key advantages of this methodology are mild reaction conditions, novel catalyst, short reaction time, eco-friendly, easy work-up procedure and high yield of isolation of derivatives.

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