General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides
Xin Wang
1
,
Ming-Hui Zhu
1
,
David P Schuman
2
,
Dayou Zhong
1
,
Wen-yan Wang
1
,
Lin Yang Wu
1
,
Wei Liu
1
,
Brian M. Stoltz
2
,
Wei Liu
1
Publication type: Journal Article
Publication date: 2018-08-03
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
30075628
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Herein we describe a general, mild and scalable method for deuterium incorporation by potassium methoxide/hexamethyldisilane-mediated dehalogenation of arylhalides. With CD3CN as a deuterium source, a wide array of heteroarenes prevalent in pharmaceuticals and bearing diverse functional groups are labeled with excellent deuterium incorporation (>60 examples). The ipso-selectivity of this method provides precise access to libraries of deuterated indoles and quinolines. The synthetic utility of our method has been demonstrated by the incorporation of deuterium into complex natural and drug-like compounds.
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145
Total citations:
145
Citations from 2024:
44
(30.34%)
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GOST
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Wang X. et al. General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides // Journal of the American Chemical Society. 2018. Vol. 140. No. 35. pp. 10970-10974.
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Wang X., Zhu M., Schuman D. P., Zhong D., Wang W., Wu L. Y., Liu W., Stoltz B. M., Liu W. General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides // Journal of the American Chemical Society. 2018. Vol. 140. No. 35. pp. 10970-10974.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jacs.8b07597
UR - https://doi.org/10.1021/jacs.8b07597
TI - General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides
T2 - Journal of the American Chemical Society
AU - Wang, Xin
AU - Zhu, Ming-Hui
AU - Schuman, David P
AU - Zhong, Dayou
AU - Wang, Wen-yan
AU - Wu, Lin Yang
AU - Liu, Wei
AU - Stoltz, Brian M.
AU - Liu, Wei
PY - 2018
DA - 2018/08/03
PB - American Chemical Society (ACS)
SP - 10970-10974
IS - 35
VL - 140
PMID - 30075628
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Wang,
author = {Xin Wang and Ming-Hui Zhu and David P Schuman and Dayou Zhong and Wen-yan Wang and Lin Yang Wu and Wei Liu and Brian M. Stoltz and Wei Liu},
title = {General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides},
journal = {Journal of the American Chemical Society},
year = {2018},
volume = {140},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/jacs.8b07597},
number = {35},
pages = {10970--10974},
doi = {10.1021/jacs.8b07597}
}
Cite this
MLA
Copy
Wang, Xin, et al. “General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides.” Journal of the American Chemical Society, vol. 140, no. 35, Aug. 2018, pp. 10970-10974. https://doi.org/10.1021/jacs.8b07597.
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