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Deep Eutectic Solvent Mediated Alkyne-Carbonyl Metathesis (ACM) Reaction for the Synthesis of 2H-Chromene Derivatives

Annes, Sesuraj Babiola ; Vigneshwar, Kulandaiappan ; Nivedha, Kolanchinathan ; Manojveer, Seetharaman LU and Ramesh, Subburethinam (2019) In ChemistrySelect 4(20). p.6245-6249
Abstract

2H-Chromene is an important structural motif present in many biologically active compounds, natural products and showed many other properties. Deep Eutectic Solvent (DES) an environmentally benign and alternative to the conventional organic volatile solvents has been utilized first time for the synthesis of the 2H-chromene derivatives in moderated to excellent yields. The DES is recycled for 5 times for the synthesis of 2H-chromene derivatives. Based on the stability of ring size, we justified the regio-selectivity on the formation of cyclization product. Based on the control experiments, we ruled out the free radical mechanism and propose the ACM mechanistic path to construct chromene skeleton.

Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
2H-Chromene, 6-Exo-dig, ACM reaction, Deep Eutectic Solvent
in
ChemistrySelect
volume
4
issue
20
pages
5 pages
publisher
Wiley-Blackwell Publishing Ltd
external identifiers
  • scopus:85066469507
DOI
10.1002/slct.201901350
language
English
LU publication?
yes
id
47e0e5d5-3ad7-448a-a786-a6e42ec6e52d
date added to LUP
2019-07-04 10:19:23
date last changed
2020-01-13 02:11:30
@article{47e0e5d5-3ad7-448a-a786-a6e42ec6e52d,
  abstract     = {<p>2H-Chromene is an important structural motif present in many biologically active compounds, natural products and showed many other properties. Deep Eutectic Solvent (DES) an environmentally benign and alternative to the conventional organic volatile solvents has been utilized first time for the synthesis of the 2H-chromene derivatives in moderated to excellent yields. The DES is recycled for 5 times for the synthesis of 2H-chromene derivatives. Based on the stability of ring size, we justified the regio-selectivity on the formation of cyclization product. Based on the control experiments, we ruled out the free radical mechanism and propose the ACM mechanistic path to construct chromene skeleton.</p>},
  author       = {Annes, Sesuraj Babiola and Vigneshwar, Kulandaiappan and Nivedha, Kolanchinathan and Manojveer, Seetharaman and Ramesh, Subburethinam},
  language     = {eng},
  number       = {20},
  pages        = {6245--6249},
  publisher    = {Wiley-Blackwell Publishing Ltd},
  series       = {ChemistrySelect},
  title        = {Deep Eutectic Solvent Mediated Alkyne-Carbonyl Metathesis (ACM) Reaction for the Synthesis of 2H-Chromene Derivatives},
  url          = {http://dx.doi.org/10.1002/slct.201901350},
  doi          = {10.1002/slct.201901350},
  volume       = {4},
  year         = {2019},
}