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Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates

Тип публикацииJournal Article
Дата публикации2018-11-15
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR10.948
CiteScore44.6
Impact factor47.3
ISSN00368075, 10959203
Multidisciplinary
Краткое описание
Heterocycles meet and marry on phosphorus

Metals such as palladium are routinely used to link together carbon rings in pharmaceutical synthesis. However, the presence of nitrogen in both rings can trip up this process. Hilton et al. report a versatile alternative process in which phosphorus takes the place of the metal. The phosphorus binds successively to both rings at the sites opposite the nitrogen, and treatment with acidic ethanol then pushes them off, bound to each other. Theory implicates a five-coordinate phosphorus intermediate that kinetically favors coupling of the two nitrogen-bearing rings over reactions of the other all-carbon substituents.

Science , this issue p. 799

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ГОСТ |
Цитировать
Hilton M. C. et al. Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates // Science. 2018. Vol. 362. No. 6416. pp. 799-804.
ГОСТ со всеми авторами (до 50) Скопировать
Hilton M. C., Zhang X., Boyle D. T., Alegre‐Requena J. V., Paton R. F., McNally A. Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates // Science. 2018. Vol. 362. No. 6416. pp. 799-804.
RIS |
Цитировать
TY - JOUR
DO - 10.1126/science.aas8961
UR - https://doi.org/10.1126/science.aas8961
TI - Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates
T2 - Science
AU - Hilton, Michael C
AU - Zhang, Xuan
AU - Boyle, David T
AU - Alegre‐Requena, Juan V.
AU - Paton, Robert F.
AU - McNally, Andrew
PY - 2018
DA - 2018/11/15
PB - American Association for the Advancement of Science (AAAS)
SP - 799-804
IS - 6416
VL - 362
PMID - 30442804
SN - 0036-8075
SN - 1095-9203
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{2018_Hilton,
author = {Michael C Hilton and Xuan Zhang and David T Boyle and Juan V. Alegre‐Requena and Robert F. Paton and Andrew McNally},
title = {Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates},
journal = {Science},
year = {2018},
volume = {362},
publisher = {American Association for the Advancement of Science (AAAS)},
month = {nov},
url = {https://doi.org/10.1126/science.aas8961},
number = {6416},
pages = {799--804},
doi = {10.1126/science.aas8961}
}
MLA
Цитировать
Hilton, Michael C., et al. “Heterobiaryl synthesis by contractive C–C coupling via P(V) intermediates.” Science, vol. 362, no. 6416, Nov. 2018, pp. 799-804. https://doi.org/10.1126/science.aas8961.
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