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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 11
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Original Articles

Sequential change in one-pot, three-component protocol: A stepping stone in heterocyclic synthesis

Ranganathan RajaDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
,
Dinesh MuruganDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
,
Archana SivasubramaniyanDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
,
Jaabil GeorgeDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
,
Sakthivel PerumalDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, India
,
Ponnuswamy AlagusundaramDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, IndiaCorrespondence[email protected]
,
Mohan Raj JayakumarDepartment of Physics, Thanthai Periyar Government Institute of Technology, Vellore, Tamilnadu, India
&
Murugavel SaminathanDepartment of Physics, Thanthai Periyar Government Institute of Technology, Vellore, Tamilnadu, India
 show all
Pages 942-948 | Received 01 Mar 2016, Published online: 31 May 2016
 
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ABSTRACT

Two different heterocycles, thiazole-2-imines and imidazole-2-thiones, have been conveniently synthesized by just altering the sequential order (1 + 2 + 3 or 1 + 3 + 2) when combining the same components [aryl amine (1), aryl isothiocyanate (2), and phenacyl bromide (3)] in one-pot, three-component protocols. The third possible sequential order of combination (2 + 3 + 1) chemoselectively affords thiazole-2-imine. The finding is a stepping stone in the synthetic applicability of sequential one-pot, three-component protocols.

GRAPHICAL ABSTRACT

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