Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines

Merla Arjuna Rajendra; Muhammad Naseem; Muthipeedika Nibin Joy; K. Sunil; Ayyiliath Meleveetil Sajith; Fares Howari; Yousef Nazzal; Cijo Xavier; Mohammed B. Alshammari; Karickal Raman Haridas

doi:10.1007/s11030-021-10275-7

Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines

Merla Arjuna Rajendra, Muhammad Naseem, Muthipeedika Nibin Joy, K. Sunil, Ayyiliath Meleveetil Sajith, Fares Howari, Yousef Nazzal, Cijo Xavier, Mohammed B. Alshammari, Karickal Raman Haridas

Chemistry

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

We herein report a modified methodology for the synthesis of some oxadiazoles linked to amides under mild conditions. The developed protocol using NMI-TfCl has been found to be effective and tolerant for the amide bond formation reaction of a series of electronically deactivating and sterically challenging amines. The antioxidant potential of the newly synthesized compounds has been evaluated at the later stage. Graphic abstract: [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	1761-1767
Number of pages	7
Journal	Molecular Diversity
Volume	26
Issue number	3
DOIs	https://doi.org/10.1007/s11030-021-10275-7
State	Published - Jun 2022

Keywords

Amide
Antioxidant
Oxadiazole
Synthesis

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10.1007/s11030-021-10275-7

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Rajendra, M. A., Naseem, M., Joy, M. N., Sunil, K., Sajith, A. M., Howari, F., Nazzal, Y., Xavier, C., Alshammari, M. B., & Haridas, K. R. (2022). Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines. Molecular Diversity, 26(3), 1761-1767. https://doi.org/10.1007/s11030-021-10275-7

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title = "Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines",

abstract = "We herein report a modified methodology for the synthesis of some oxadiazoles linked to amides under mild conditions. The developed protocol using NMI-TfCl has been found to be effective and tolerant for the amide bond formation reaction of a series of electronically deactivating and sterically challenging amines. The antioxidant potential of the newly synthesized compounds has been evaluated at the later stage. Graphic abstract: [Figure not available: see fulltext.].",

keywords = "Amide, Antioxidant, Oxadiazole, Synthesis",

author = "Rajendra, \{Merla Arjuna\} and Muhammad Naseem and Joy, \{Muthipeedika Nibin\} and K. Sunil and Sajith, \{Ayyiliath Meleveetil\} and Fares Howari and Yousef Nazzal and Cijo Xavier and Alshammari, \{Mohammed B.\} and Haridas, \{Karickal Raman\}",

note = "Publisher Copyright: {\textcopyright} 2021, The Author(s), under exclusive licence to Springer Nature Switzerland AG.",

year = "2022",

month = jun,

doi = "10.1007/s11030-021-10275-7",

language = "English",

volume = "26",

pages = "1761--1767",

journal = "Molecular Diversity",

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publisher = "Springer Nature",

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Rajendra, MA, Naseem, M, Joy, MN, Sunil, K, Sajith, AM, Howari, F, Nazzal, Y, Xavier, C, Alshammari, MB & Haridas, KR 2022, 'Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines', Molecular Diversity, vol. 26, no. 3, pp. 1761-1767. https://doi.org/10.1007/s11030-021-10275-7

TY - JOUR

T1 - Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines

AU - Rajendra, Merla Arjuna

AU - Naseem, Muhammad

AU - Joy, Muthipeedika Nibin

AU - Sunil, K.

AU - Sajith, Ayyiliath Meleveetil

AU - Howari, Fares

AU - Nazzal, Yousef

AU - Xavier, Cijo

AU - Alshammari, Mohammed B.

AU - Haridas, Karickal Raman

PY - 2022/6

Y1 - 2022/6

N2 - We herein report a modified methodology for the synthesis of some oxadiazoles linked to amides under mild conditions. The developed protocol using NMI-TfCl has been found to be effective and tolerant for the amide bond formation reaction of a series of electronically deactivating and sterically challenging amines. The antioxidant potential of the newly synthesized compounds has been evaluated at the later stage. Graphic abstract: [Figure not available: see fulltext.].

AB - We herein report a modified methodology for the synthesis of some oxadiazoles linked to amides under mild conditions. The developed protocol using NMI-TfCl has been found to be effective and tolerant for the amide bond formation reaction of a series of electronically deactivating and sterically challenging amines. The antioxidant potential of the newly synthesized compounds has been evaluated at the later stage. Graphic abstract: [Figure not available: see fulltext.].

KW - Amide

KW - Antioxidant

KW - Oxadiazole

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=85110946625&partnerID=8YFLogxK

U2 - 10.1007/s11030-021-10275-7

DO - 10.1007/s11030-021-10275-7

M3 - Article

C2 - 34296385

AN - SCOPUS:85110946625

SN - 1381-1991

VL - 26

SP - 1761

EP - 1767

JO - Molecular Diversity

JF - Molecular Diversity

IS - 3

ER -

Application of NMI-TfCl-mediated amide bond formation in the synthesis of biologically relevant oxadiazole derivatives employing less basic (hetero)aryl amines

Abstract

Keywords

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