Royal Society of Chemistry (RSC)
Organic and Biomolecular Chemistry
,  volume 16 ,  issue 16 ,  pages 2966-2974

Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines.

Publication type: Journal Article
Publication date: 2018-03-28
Royal Society of Chemistry (RSC)
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
DOI:  10.1039/C8OB00645H
PubMed ID:  29623337
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient method for the CF3-carbenoid C-H functionalization of 6-arylpurines has been developed. This protocol uses readily available methyl 3,3,3-trifluoro-2-diazopropionate as a cross-coupling partner and proceeds smoothly under chelation-controlled Rh(iii) catalysis. The reactions provide the corresponding carbene insertion products with high regioselectivity within a few hours and allow the introduction of both the CF3 and carboxylate functions into biologically important purine molecules including nucleoside derivatives.
Found 
Found 
7 citations
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GOST |
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GOST Copy
Vorobyeva D. V. et al. Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines. // Organic and Biomolecular Chemistry. 2018. Vol. 16. No. 16. pp. 2966-2974.
GOST all authors (up to 50) Copy
Vorobyeva D. V., Vinogradov M. M., Nelyubina Y. V., Loginov D. A., Peregudov A. S., Osipov S. N. Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines. // Organic and Biomolecular Chemistry. 2018. Vol. 16. No. 16. pp. 2966-2974.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/C8OB00645H
UR - https://doi.org/10.1039/C8OB00645H
TI - Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines.
T2 - Organic and Biomolecular Chemistry
AU - Vorobyeva, Daria V
AU - Vinogradov, Mikhail M
AU - Nelyubina, Yulia V.
AU - Loginov, Dmitry A
AU - Peregudov, Alexander S.
AU - Osipov, Sergey N.
PY - 2018
DA - 2018/03/28
PB - Royal Society of Chemistry (RSC)
SP - 2966-2974
IS - 16
VL - 16
PMID - 29623337
SN - 1477-0520
SN - 1477-0539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Vorobyeva,
author = {Daria V Vorobyeva and Mikhail M Vinogradov and Yulia V. Nelyubina and Dmitry A Loginov and Alexander S. Peregudov and Sergey N. Osipov},
title = {Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines.},
journal = {Organic and Biomolecular Chemistry},
year = {2018},
volume = {16},
publisher = {Royal Society of Chemistry (RSC)},
month = {mar},
url = {https://doi.org/10.1039/C8OB00645H},
number = {16},
pages = {2966--2974},
doi = {10.1039/C8OB00645H}
}
MLA
Cite this
MLA Copy
Vorobyeva, Daria V., et al. “Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines..” Organic and Biomolecular Chemistry, vol. 16, no. 16, Mar. 2018, pp. 2966-2974. https://doi.org/10.1039/C8OB00645H.