PMID- 31457624
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20200929
IS  - 2470-1343 (Electronic)
IS  - 2470-1343 (Linking)
VI  - 2
IP  - 6
DP  - 2017 Jun 30
TI  - N-Alkylated 1,4-Diazabicyclo[2.2.2]octane-Polyethylene Glycol Melt as Deep 
      Eutectic Solvent for the Synthesis of Fisher Indoles and 1H-Tetrazoles.
PG  - 2891-2900
LID - 10.1021/acsomega.7b00618 [doi]
AB  - 1,4-Diazabicyclo[2.2.2]octane (DABCO)-based ionic liquids (ILs) 2-4 were 
      synthesized by the N-alkylation of DABCO using alkyl halides of varying chain 
      lengths (C(2), C(5), and C(7)). The N-alkylated DABCO-ILs were mixed with 
      polyethylene glycols (PEGs) of varying molar masses as hydrogen bond donors 
      (HBDs) to prepare new deep eutectic solvents (DESs). These DABCO-PEG-based DESs 
      were successfully employed for the synthesis of a variety of indoles 7a-7h (by 
      Fischer indole synthesis) and 1H-tetrazoles 9a-9i (by click chemistry). For 
      comparison, DESs of DABCO-ILs with different alcohols (as HBD) were also prepared 
      and investigated for the synthesis of indoles. Although comparable yields were 
      observed in DES-containing alcohols and PEGs, the use of PEG as HBD in DES (as an 
      alternative to alcohols) provides a much safer, nonvolatile, and environmentally 
      benign reaction medium for synthetic reactions. The first successful application 
      of PEG-polymer-based DES as benign reaction media for organic syntheses offers 
      exciting opportunities to be explored in the realm of green synthesis.
FAU - Ali Ghumro, Sarfaraz
AU  - Ali Ghumro S
AD  - H.E.J. Research Institute of Chemistry, International Center for Chemical and 
      Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
FAU - Alharthy, Rima D
AU  - Alharthy RD
AD  - Department of Chemistry, Science and Arts College, King Abdulaziz University, 
      Rabigh Campus, Jeddah 21589, Saudi Arabia.
FAU - Al-Rashida, Mariya
AU  - Al-Rashida M
AD  - Department of Chemistry, Forman Christian College (A Chartered University), 
      Ferozepur Road, Lahore 54600, Pakistan.
FAU - Ahmed, Shakil
AU  - Ahmed S
AD  - H.E.J. Research Institute of Chemistry, International Center for Chemical and 
      Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
FAU - Malik, Muhammad Imran
AU  - Malik MI
AD  - H.E.J. Research Institute of Chemistry, International Center for Chemical and 
      Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
FAU - Hameed, Abdul
AU  - Hameed A
AD  - H.E.J. Research Institute of Chemistry, International Center for Chemical and 
      Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
LA  - eng
PT  - Journal Article
DEP - 20170622
PL  - United States
TA  - ACS Omega
JT  - ACS omega
JID - 101691658
PMC - PMC6641132
COIS- The authors declare no competing financial interest.
EDAT- 2017/06/22 00:00
MHDA- 2017/06/22 00:01
PMCR- 2017/06/22
CRDT- 2019/08/29 06:00
PHST- 2017/05/17 00:00 [received]
PHST- 2017/06/12 00:00 [accepted]
PHST- 2019/08/29 06:00 [entrez]
PHST- 2017/06/22 00:00 [pubmed]
PHST- 2017/06/22 00:01 [medline]
PHST- 2017/06/22 00:00 [pmc-release]
AID - 10.1021/acsomega.7b00618 [doi]
PST - epublish
SO  - ACS Omega. 2017 Jun 22;2(6):2891-2900. doi: 10.1021/acsomega.7b00618. eCollection 
      2017 Jun 30.