Catalyst-free, Solvent-promoted and Scalable Multicomponent Synthesis of 3-Aminoalkylated Indoles via a Mannich-type Reaction

2014 ◽  
Vol 69 (6) ◽  
pp. 721-727 ◽  
Author(s):  
Jian-Fei Cao ◽  
Yan-Li Chen ◽  
Zhi Guan ◽  
Yan-Hong He
Keyword(s):  
Aromatic Aldehydes ◽  
Secondary Amines ◽  
Multicomponent Synthesis ◽  
Type Reaction ◽  
Catalyst Free

A catalyst-free, solvent-promoted and scalable three-component Mannich-type reaction of indoles, aromatic aldehydes and secondary amines for the synthesis of 3-(1-dialkylaminoalkyl)-1H-indoles has been developed. The protocol provided a mild, simple and highly atom-economic alternative to prepare the title compounds, and the corresponding products could be obtained in good to excellent yields in most cases.

Catalyst-free and multicomponent synthesis of 3-aminoalkylated indoles via Mannich-type reaction: multitargeted anticancer, tyrosinase and α-glucosidase inhibitory activities

2021 ◽  
Author(s):  
Dung Thi-Kim Hoang ◽  
Kim-Chi T. Huynh ◽  
Huy Kim-Khanh Ngo ◽  
Phuc Hoang Nguyen ◽  
Khanh Hoai Dang ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Multicomponent Synthesis ◽  
Type Reaction ◽  
Catalyst Free ◽  
Highly Efficient ◽  
Inhibitory Activities

Highly efficient and sustainable approach for the multi-component synthesis of 3-aminoalkylated indoles was investigated via Mannich-type reaction under catalyst-free, methanol and ethylene glycol (EG) as promoting media. Synthesizing various substrates...

Catalyst-free multicomponent synthesis of novel adamantyl-containing tetrahydropyrimidine carboxylates

2016 ◽  
Vol 20 (3) ◽  
pp. 581-590 ◽  
Author(s):  
Utpalparna Kalita ◽  
Shunan Kaping ◽  
Jai Narain Vishwakarma
Keyword(s):  
Multicomponent Synthesis ◽  
Catalyst Free

Tin(II)chloride Mediated Addition Reaction of Bromonitromethane to Aldehydes

2005 ◽  
Vol 60 (4) ◽  
pp. 416-418 ◽  
Author(s):  
Ali S. Mahasneh
Keyword(s):  
Mass Spectroscopy ◽  
Elemental Analysis ◽  
Addition Reaction ◽  
Aromatic Aldehydes ◽  
Aliphatic Aldehydes ◽  
Type Reaction ◽  
High Yields

Bromonitromethane adds to aliphatic aldehydes in the presence of tin(II) chloride to yield β -nitro alcohols via a Reformatsky-type reaction in high yields, while aromatic aldehydes give low yields. The products were characterized by IR, NMR, and mass spectroscopy and by elemental analysis

Grinding induced catalyst free, multicomponent synthesis of Indoloindole pyrimidine

2020 ◽  
Vol 61 (41) ◽  
pp. 152383
Author(s):  
Suresh Kumar Maury ◽  
Savita Kumari ◽  
Ambuj Kumar Kushwaha ◽  
Arsala Kamal ◽  
Himanshu Kumar Singh ◽  
...  
Keyword(s):  
Multicomponent Synthesis ◽  
Catalyst Free

scholarly journals A Facile Solvent-Free Route for One-Pot Multicomponent Synthesis of Benzylpyrazolyl Coumarins Derivatives in Presence of Effective Synergetic Catalytic System

2019 ◽  
Vol 31 (6) ◽  
pp. 1357-1361 ◽  
Author(s):  
NARENDRA R. KAMBLE ◽  
VINOD T. KAMBLE
Keyword(s):  
Room Temperature ◽  
Silver Salt ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Niobium Pentachloride ◽  
Solvent Free Conditions ◽  
Work Up ◽  
Solvent Free Reaction

A combinatorial library of benzylpyrazolyl coumarin derivatives have been synthesized by a green one-pot four-component reaction between aryl hydrazine/hydrazine hydrate (1), ethyl acetoacetate (2), aromatic aldehydes (3) and 4-hydroxycoumarin (4) catalyzed by niobium pentachloride with silver salt under solvent-free conditions has been developed. Experimental simplicity, simple work-up procedure and solvent-free reaction condition at room temperature are important features of the present protocol.

ChemInform Abstract: Catalyst-Free Synthesis of Trisubstituted Tetrahydrothiophenes in Water via a Cascade Sulfa-Michael/Aldol (Henry) Type Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (17) ◽  
pp. no-no
Author(s):  
Jian Song ◽  
Jamia Moss ◽  
Da-Cheng Yang ◽  
Zhi Guan ◽  
Yan-Hong He
Keyword(s):  
Type Reaction ◽  
Catalyst Free

In situ generation and protonation of the isocyanide/acetylene adduct: a powerful catalyst-free strategy for multicomponent synthesis of ketenimines, aza-dienes, and heterocycles

RSC Advances ◽  
2015 ◽  
Vol 5 (117) ◽  
pp. 97044-97065 ◽  
Author(s):  
Sadegh Rostamnia
Keyword(s):  
Multicomponent Reactions ◽  
Multicomponent Synthesis ◽  
New Class ◽  
Catalyst Free ◽  
In Situ Generation

In addition to isocyanide-based Ugi, Passerini, van Leusen, and Orru multicomponent reactions, a new class of isocyanide/acetylene-based multicomponent reactions, using zwitterionic adducts, have emerged as powerful methods to synthesize biologically interesting molecules.

Catalyst-free synthesis of trisubstituted tetrahydrothiophenes in water via a cascade sulfa-Michael/aldol (Henry) type reaction

RSC Advances ◽  
2014 ◽  
Vol 4 (96) ◽  
pp. 54032-54038 ◽  
Author(s):  
Jian Song ◽  
Jamia Moss ◽  
Da-Cheng Yang ◽  
Zhi Guan ◽  
Yan-Hong He
Keyword(s):  
Type Reaction ◽  
Catalyst Free

Catalyst-Free Synthesis of Chromane-Type N,O-Acetals via Intramolecular Addition of Phenols to Enamines

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3604-3621 ◽  
Author(s):  
Vitaly A. Osyanin ◽  
Dmitry V. Osipov ◽  
Irina V. Melnikova ◽  
Kirill S. Korzhenko ◽  
Irina A. Semenova ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Secondary Amines ◽  
Catalyst Free ◽  
Reaction Proceeds ◽  
New Strategy

A new strategy to 2-aminochromanes through catalyst-free cascade reaction of 3-trifluoroacetyl-4H-chromenes and 4H-chromene-3-carbaldehydes with cyclic secondary amines is presented. The reaction proceeds through subsequent 1,4- and 1,2-additions of amine, bimolecular elimination of trifluoroacetamide or formamide, and 6-exo-trig cyclization. The latter stage is a very rare example of addition of phenols to enamines. The obtained semicyclic N,O-acetals were applied as useful precursors for the synthesis of other chromanes.

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