Two-Step Construction of Thiophene-Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines

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Two-Step Construction of Thiophene-Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines. / Pankova, Alena S.

In: Journal of Organic Chemistry, Vol. 87, No. 16, 19.08.2022, p. 11121-11130.

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

BibTeX

@article{3d20dc72fc7748ce9660d9f8db334770,

title = "Two-Step Construction of Thiophene-Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines",

abstract = "A general approach toward 2-thiophenylsubstituted oxazoles using aziridination of a double bond of (acyl)alkenyl thiophenes with the subsequent expansion of the aziridine ring is developed. The isolation of intermediate aziridine is not necessary. This expedient protocol covers a broad scope of readily available 2-, 3-, and benzothiophene derivatives, is practical and reliable, requires short reaction times, and is simple to set up and work up reaction mixtures. Thiophenyloxazoles, obtained by this method, exhibit fluorescence with high quantum yields.",

author = "Pankova, {Alena S.}",

year = "2022",

month = aug,

day = "19",

doi = "10.1021/acs.joc.2c01365",

language = "English",

volume = "87",

pages = "11121--11130",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "16",

}

RIS

TY - JOUR

T1 - Two-Step Construction of Thiophene-Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines

AU - Pankova, Alena S.

PY - 2022/8/19

Y1 - 2022/8/19

N2 - A general approach toward 2-thiophenylsubstituted oxazoles using aziridination of a double bond of (acyl)alkenyl thiophenes with the subsequent expansion of the aziridine ring is developed. The isolation of intermediate aziridine is not necessary. This expedient protocol covers a broad scope of readily available 2-, 3-, and benzothiophene derivatives, is practical and reliable, requires short reaction times, and is simple to set up and work up reaction mixtures. Thiophenyloxazoles, obtained by this method, exhibit fluorescence with high quantum yields.

AB - A general approach toward 2-thiophenylsubstituted oxazoles using aziridination of a double bond of (acyl)alkenyl thiophenes with the subsequent expansion of the aziridine ring is developed. The isolation of intermediate aziridine is not necessary. This expedient protocol covers a broad scope of readily available 2-, 3-, and benzothiophene derivatives, is practical and reliable, requires short reaction times, and is simple to set up and work up reaction mixtures. Thiophenyloxazoles, obtained by this method, exhibit fluorescence with high quantum yields.

UR - http://www.scopus.com/inward/record.url?scp=85136081763&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.2c01365

DO - 10.1021/acs.joc.2c01365

M3 - Article

AN - SCOPUS:85136081763

VL - 87

SP - 11121

EP - 11130

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 16

ER -

ID: 98811019