volume 20 issue 7 pages 1919-1923

Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent

Publication typeJournal Article
Publication date2018-03-23
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An unprecedented aryne 1,2,3-trifunctionalization protocol from 2,6-bis(silyl)aryl triflates was developed under transition-metal-free conditions. The reaction of generated 3-silylaryne with both pyridine N-oxide and N-hydroxylamide afforded o-silyl triflate/tosylate in a one-pot transformation, allowing the formation of 2,3-aryne precursors with various vicinal pyridinyl/amido substituents. These pyridinyl-substituted 2,3-aryne intermediates exhibit a broad scope of reactivity with diverse arynophiles in good yields and high selectivity.
Found 
Found 

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GOST |
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GOST Copy
Lv C. et al. Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent // Organic Letters. 2018. Vol. 20. No. 7. pp. 1919-1923.
GOST all authors (up to 50) Copy
Lv C., Wan C., Liu S., Lan Yu., Li Y. Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent // Organic Letters. 2018. Vol. 20. No. 7. pp. 1919-1923.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b00469
UR - https://doi.org/10.1021/acs.orglett.8b00469
TI - Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent
T2 - Organic Letters
AU - Lv, Chunjie
AU - Wan, Caiwen
AU - Liu, Song
AU - Lan, Yu
AU - Li, Yang
PY - 2018
DA - 2018/03/23
PB - American Chemical Society (ACS)
SP - 1919-1923
IS - 7
VL - 20
PMID - 29569932
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Lv,
author = {Chunjie Lv and Caiwen Wan and Song Liu and Yu Lan and Yang Li},
title = {Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.8b00469},
number = {7},
pages = {1919--1923},
doi = {10.1021/acs.orglett.8b00469}
}
MLA
Cite this
MLA Copy
Lv, Chunjie, et al. “Aryne Trifunctionalization Enabled by 3-Silylaryne as a 1,2-Benzdiyne Equivalent.” Organic Letters, vol. 20, no. 7, Mar. 2018, pp. 1919-1923. https://doi.org/10.1021/acs.orglett.8b00469.