Heteroaromatic thioamides: Structure and stability of charge transfer complexes with iodine, antithyroid activity

Chernov’yants, M. S.; Dolinkin, A. O.

doi:10.1007/s10947-010-0178-9

J Struct Chem

2010

DOI: 10.1007/s10947-010-0178-9

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Heteroaromatic thioamides: Structure and stability of charge transfer complexes with iodine, antithyroid activity

M. S. Chernov’yants

A. O. Dolinkin

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Cited by 12 publications

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S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

Pan

et al. 2016

Asian J Org Chem

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As traightforward and convenient method for the one-pot synthesis of thioamides has been developed by using at hree-component reaction involving readily available benzyl chlorides, amines, and elemental sulfur.Avarietyo f thioamidesw ere synthesized in satisfactory yields (up to 88 %). This approach was scalable and tolerated aw ide range of functional groups on the aromatic ring. It was also compatible with some heterocycle substrates, provided efficient and practical access to thioamides. No transition metals or externalo xidants were required in the reaction. A plausible mechanism is also proposed on the basis of some controlexperiments.Scheme1.Different routes for the synthesis of thioamides.[a] X. (P.R.C hina) Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under http://dx.

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S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

Pan

et al. 2016

Asian J Org Chem

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Catalyst‐ and Solvent‐Free Thioamidation of Aromatic Aldehydes through a Willgerodt‐Kindler Reaction

Kale

Dalal

2022

ChemistrySelect

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A simple, straightforward, and highly efficient approach has been developed to synthesize thioamide derivatives under catalyst‐ and solvent‐free conditions at 100 °C/room temperature. Total 51 thioamides were synthesized via a one‐pot multicomponent Willgerodt‐Kindler reaction between substituted aromatic aldehydes, elemental sulfur powder and amines with 70–98 % yield within 20–70 min using cyclic secondary amines and 1.5–24 h using aliphatic primary and secondary amines. The cyclic secondary amines react faster than aliphatic amines. Twenty‐one newer compounds were prepared and characterized by 1H NMR, 13C NMR, HRMS. Mild reaction conditions, good yields, and a wide range of reactions demonstrate the excellent synthetic utility of this method. The developed protocol showed that there is no need to collect, purify, recycle, and remove the solvent after the reaction is complete. Reaction rates are generally high due to the high availability of reactants, i. e., shortens the reaction time, is environmentally friendly, and which makes the overall process more sustainable and economical.

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Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol

2017

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Heteroaromatic thioamides: Structure and stability of charge transfer complexes with iodine, antithyroid activity

Cited by 12 publications

References 55 publications

S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

Catalyst‐ and Solvent‐Free Thioamidation of Aromatic Aldehydes through a Willgerodt‐Kindler Reaction

Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol

Contact Info

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About

Heteroaromatic thioamides: Structure and stability of charge transfer complexes with iodine, antithyroid activity

Cited by 12 publications

References 55 publications

S8‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

S8‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

Catalyst‐ and Solvent‐Free Thioamidation of Aromatic Aldehydes through a Willgerodt‐Kindler Reaction

Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol

Contact Info

Product

Resources

About

S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines

S₈‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines