American Chemical Society (ACS)
Journal of Organic Chemistry
,  volume 83 ,  issue 16 ,  pages 9305-9311

DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis.

Publication type: Journal Article
Publication date: 2018-06-26
American Chemical Society (ACS)
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
1-(Propargyl)indol-2-carbonitriles react with alcohols to afford 1-alkoxypyrazino[1,2- a]indoles under DBU-catalyzed microwave-assisted conditions. The reaction scope includes a wide range of indoles, primary and secondary alcohols, and a thiol. The initial mechanistic study shows that the domino process presumably proceeds through an alkyne-allene rearrangement, imidate formation, and nucleophilic cyclization reaction sequence.
Found 
Found 
2 citations
Fershtat Leonid
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GOST |
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GOST Copy
Festa A. A. et al. DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis. // Journal of Organic Chemistry. 2018. Vol. 83. No. 16. pp. 9305-9311.
GOST all authors (up to 50) Copy
Festa A. A., Zalte R. R., Golantsov N. E., Varlamov A. V., Sharma N., Voskressensky L. G. DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis. // Journal of Organic Chemistry. 2018. Vol. 83. No. 16. pp. 9305-9311.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.8b01279
UR - https://doi.org/10.1021/acs.joc.8b01279
TI - DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis.
T2 - Journal of Organic Chemistry
AU - Festa, Alexey A.
AU - Zalte, Rajesh R
AU - Golantsov, Nikita E
AU - Varlamov, Alexey V.
AU - Sharma, Nandini
AU - Voskressensky, Leonid G.
PY - 2018
DA - 2018/06/26
PB - American Chemical Society (ACS)
SP - 9305-9311
IS - 16
VL - 83
PMID - 29944827
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Festa,
author = {Alexey A. Festa and Rajesh R Zalte and Nikita E Golantsov and Alexey V. Varlamov and Nandini Sharma and Leonid G. Voskressensky},
title = {DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis.},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.joc.8b01279},
number = {16},
pages = {9305--9311},
doi = {10.1021/acs.joc.8b01279}
}
MLA
Cite this
MLA Copy
Festa, Alexey A., et al. “DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis..” Journal of Organic Chemistry, vol. 83, no. 16, Jun. 2018, pp. 9305-9311. https://doi.org/10.1021/acs.joc.8b01279.