A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5] tetrazine library

N.V. Palysaeva; Katerina Kumpan; M.I. Struchkova; I.L. Dalinger; A.V. Kormanov; N.S. Aleksandrova; V.M. Chernyshev; D.F. Pyreu; K.Y. Suponitsky; A.B. Sheremetev

doi:10.1021/ol403308h

A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5] tetrazine library

N.V. Palysaeva, Katerina Kumpan, M.I. Struchkova, I.L. Dalinger, A.V. Kormanov, N.S. Aleksandrova, V.M. Chernyshev, D.F. Pyreu, K.Y. Suponitsky, A.B. Sheremetev

Department of Life Sciences

Research output: Contribution to journal › Article › peer-review

58 Citations (SciVal)

Abstract

The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K 2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields

Original language	English
Pages (from-to)	406-409
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	2
DOIs	https://doi.org/10.1021/ol403308h
Publication status	Published - 17 Jan 2014

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title = "A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5] tetrazine library",

abstract = "The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K 2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields",

author = "N.V. Palysaeva and Katerina Kumpan and M.I. Struchkova and I.L. Dalinger and A.V. Kormanov and N.S. Aleksandrova and V.M. Chernyshev and D.F. Pyreu and K.Y. Suponitsky and A.B. Sheremetev",

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doi = "10.1021/ol403308h",

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T1 - A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5] tetrazine library

AU - Palysaeva, N.V.

AU - Kumpan, Katerina

AU - Struchkova, M.I.

AU - Dalinger, I.L.

AU - Kormanov, A.V.

AU - Aleksandrova, N.S.

AU - Chernyshev, V.M.

AU - Pyreu, D.F.

AU - Suponitsky, K.Y.

AU - Sheremetev, A.B.

PY - 2014/1/17

Y1 - 2014/1/17

N2 - The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K 2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields

AB - The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K 2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b]-[1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields

UR - https://www.scopus.com/pages/publications/84896799566

UR - http://dx.doi.org/10.1021/ol403308h

U2 - 10.1021/ol403308h

DO - 10.1021/ol403308h

M3 - Article

SN - 1523-7060

VL - 16

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EP - 409

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5] tetrazine library

Abstract

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