Synthesis of quinazolines from 2-aminobenzylamines with benzylamines and N-substituted benzylamines under transition metal-free conditions

2016 ◽  
Vol 14 (45) ◽  
pp. 10567-10571 ◽  
Author(s):  
Abhishek R. Tiwari ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Transition Metal ◽  
Molecular Iodine ◽  
Solvent Free ◽  
Metal Free ◽  
Solvent Free Conditions

This work reports the synthesis of quinazolines from 2-aminobenzylamines with N-substituted benzylamines in the presence of molecular iodine. The developed methodology works smoothly under transition-metal free, additive free and solvent free conditions and the use of O2 as a green oxidant makes it a greatly economical.

scholarly journals A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions

2021 ◽  
Author(s):  
Rui Zhang ◽  
Wei-Zhong Yao ◽  
Liang Qian ◽  
Wei Sang ◽  
Ye Yuan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Solvent Free ◽  
Synthetic Approach ◽  
Metal Free ◽  
Solvent Free Conditions ◽  
Direct Amidation

In this paper, a NaOtBu-mediated synthetic approach was developed for direct amidation of unactivated esters with amines under transition-metal-free and solvent-free conditions, affording a series of amides in good to...

Molecular Iodine Catalysed Benzylic sp3 C–H Bond Amination for the Synthesis of 2-Arylquinazolines from 2-Aminobenzaldehydes, 2-Aminobenzophenones and 2-Aminobenzyl Alcohols

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 979-985 ◽  
Author(s):  
Bhalchandra Bhanage ◽  
Dewal Deshmukh
Keyword(s):  
Transition Metal ◽  
Molecular Iodine ◽  
Solvent Free ◽  
Solvent Free Conditions ◽  
Quinazoline Derivatives ◽  
Work Up ◽  
Metal Additive

Molecular iodine catalysed benzylic sp3 C–H bond amination has been developed for the synthesis of quinazolines from 2-aminobenzaldehydes and 2-aminobenzophenones with benzylamines. The use of oxygen as a green oxidant combined with the transition-metal-, additive- and solvent-free conditions makes the methodology economical and greener. The lack of aqueous work up also enhances the efficiency of this protocol. A series of 2-arylquinazolines was synthesised in good to excellent yields by using the developed protocol. 2-Amino­benzyl alcohols could also be employed to prepare the corresponding quinazoline derivatives.

K2S2O8/I2 promoted syntheses of α-thio-β-dicarbonyl compounds via oxidative C–S coupling reactions under transition metal-free and solvent-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (55) ◽  
pp. 44299-44305 ◽  
Author(s):  
Yi-Wei Liu ◽  
Satpal Singh Badsara ◽  
Yi-Chen Liu ◽  
Chin-Fa Lee
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Solvent Free ◽  
Coupling Reactions ◽  
Dicarbonyl Compounds ◽  
Metal Free ◽  
Solvent Free Conditions

K2S2O8/I2 promoted C–S coupling reaction of β-diketone with disulfide has been described. The resulting α-thio-β-diketones compounds were obtained in good to excellent yields.

Direct synthesis of butadiynyl-substituted pyrroles under solvent- and transition metal-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (89) ◽  
pp. 73241-73248 ◽  
Author(s):  
Denis N. Tomilin ◽  
Bartłomiej Pigulski ◽  
Nurbey Gulia ◽  
Agata Arendt ◽  
Lyubov N. Sobenina ◽  
...  
Keyword(s):  
Transition Metal ◽  
Direct Synthesis ◽  
Solvent Free ◽  
Metal Free ◽  
Highly Efficient ◽  
Solvent Free Conditions ◽  
Substituted Pyrroles

The work describes a convenient and highly efficient C–H butadiynylation of substituted pyrroles under mild and solvent-free conditions.

scholarly journals An atom-economical addition of methyl azaarenes with aromatic aldehydes via benzylic C(sp3)–H bond functionalization under solvent- and catalyst-free conditions

2020 ◽  
Vol 16 ◽  
pp. 3093-3103
Author(s):  
Divya Rohini Yennamaneni ◽  
Vasu Amrutham ◽  
Krishna Sai Gajula ◽  
Rammurthy Banothu ◽  
Murali Boosa ◽  
...  
Keyword(s):  
Transition Metal ◽  
Aromatic Aldehydes ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Solvent Free ◽  
Practical Approach ◽  
Coupling Reagents ◽  
Bond Functionalization ◽  
Metal Free ◽  
Solvent Free Conditions

A convenient practical approach for the synthesis of 2-(pyridin-2-yl)ethanols by direct benzylic addition of azaarenes and aldehydes under catalyst- and solvent-free conditions is reported. This reaction is metal-free, green, and was carried out in a facile operative environment without using any hazardous transition metal catalysts or any other coupling reagents. Different aromatic aldehydes and azaarenes were monitored, and the yields of the resulting products were moderate to excellent. We accomplished several azaarene derivatives under neat conditions through a highly atom-economical pathway. To evaluate the preparative potential of this process, gram-scale reactions were performed up to a 10 g scale.

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