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Reactions of 5-(1,2-Dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with Dienophiles. / Valieva, M. I.; Rammohan, A.; Starnovskaya, E. S. et al.
In: Russian Journal of General Chemistry, Vol. 93, No. 3, 01.03.2023, p. 500-505.

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@article{06a680b83aea4745855889c1445b4556,
title = "Reactions of 5-(1,2-Dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with Dienophiles",
abstract = "The reactions of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with various dienophiles (2,5-norbornadiene, 1-morpholinocyclopentene, 1,2-dehydrobenzene, and 2-amino-4-phenyloxazole) were studied. It was shown that the presence of a carborane fragment in the 1,2,4-triazine ring causes an atypical reaction with dienophiles without the formation of the expected aza-Diels–Alder reaction products except for the reaction with 2,5-norbornadiene. The reaction of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with 2-amino-4-phenyloxazole unexpectedly led to the formation of the corresponding 4,5-dihydro-1,2,4-triazines. One of the previously described procedures for the direct introduction of a carborane residue into the C5 position of 1,2,4-triazines was optimized.",
author = "Valieva, {M. I.} and A. Rammohan and Starnovskaya, {E. S.} and Kudryashova, {E. A.} and Krinochkin, {A. P.} and Kopchuk, {D. S.} and Zyryanov, {G. V.} and Chupakhin, {O. N.}",
note = "This work was financially supported by the Council for Grants under the President of the Russian Federation (grant no. MK-320.2021.1.3).",
year = "2023",
month = mar,
day = "1",
doi = "10.1134/S1070363223030064",
language = "English",
volume = "93",
pages = "500--505",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "3",

}

RIS

TY - JOUR

T1 - Reactions of 5-(1,2-Dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with Dienophiles

AU - Valieva, M. I.

AU - Rammohan, A.

AU - Starnovskaya, E. S.

AU - Kudryashova, E. A.

AU - Krinochkin, A. P.

AU - Kopchuk, D. S.

AU - Zyryanov, G. V.

AU - Chupakhin, O. N.

N1 - This work was financially supported by the Council for Grants under the President of the Russian Federation (grant no. MK-320.2021.1.3).

PY - 2023/3/1

Y1 - 2023/3/1

N2 - The reactions of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with various dienophiles (2,5-norbornadiene, 1-morpholinocyclopentene, 1,2-dehydrobenzene, and 2-amino-4-phenyloxazole) were studied. It was shown that the presence of a carborane fragment in the 1,2,4-triazine ring causes an atypical reaction with dienophiles without the formation of the expected aza-Diels–Alder reaction products except for the reaction with 2,5-norbornadiene. The reaction of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with 2-amino-4-phenyloxazole unexpectedly led to the formation of the corresponding 4,5-dihydro-1,2,4-triazines. One of the previously described procedures for the direct introduction of a carborane residue into the C5 position of 1,2,4-triazines was optimized.

AB - The reactions of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with various dienophiles (2,5-norbornadiene, 1-morpholinocyclopentene, 1,2-dehydrobenzene, and 2-amino-4-phenyloxazole) were studied. It was shown that the presence of a carborane fragment in the 1,2,4-triazine ring causes an atypical reaction with dienophiles without the formation of the expected aza-Diels–Alder reaction products except for the reaction with 2,5-norbornadiene. The reaction of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with 2-amino-4-phenyloxazole unexpectedly led to the formation of the corresponding 4,5-dihydro-1,2,4-triazines. One of the previously described procedures for the direct introduction of a carborane residue into the C5 position of 1,2,4-triazines was optimized.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85154021174

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=000978371800006

U2 - 10.1134/S1070363223030064

DO - 10.1134/S1070363223030064

M3 - Article

VL - 93

SP - 500

EP - 505

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 3

ER -

ID: 38533357