Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry

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Standard

Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones : Important Building Blocks in Tetrathiafulvalene Chemistry. / Granhøj, Jeppe; Bliksted Roug Pedersen, Viktor; Lundgård Krøll, Peter; Broløs, Line; Brøndsted Nielsen, Mogens.

I: Journal of Organic Chemistry, Bind 88, Nr. 17, 2023, s. 12853-12856.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Granhøj, J, Bliksted Roug Pedersen, V, Lundgård Krøll, P, Broløs, L & Brøndsted Nielsen, M 2023, 'Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry', Journal of Organic Chemistry, bind 88, nr. 17, s. 12853-12856. https://doi.org/10.1021/acs.joc.3c01369

APA

Granhøj, J., Bliksted Roug Pedersen, V., Lundgård Krøll, P., Broløs, L., & Brøndsted Nielsen, M. (2023). Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry. Journal of Organic Chemistry, 88(17), 12853-12856. https://doi.org/10.1021/acs.joc.3c01369

Vancouver

Granhøj J, Bliksted Roug Pedersen V, Lundgård Krøll P, Broløs L, Brøndsted Nielsen M. Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry. Journal of Organic Chemistry. 2023;88(17):12853-12856. https://doi.org/10.1021/acs.joc.3c01369

Author

Granhøj, Jeppe ; Bliksted Roug Pedersen, Viktor ; Lundgård Krøll, Peter ; Broløs, Line ; Brøndsted Nielsen, Mogens. / Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones : Important Building Blocks in Tetrathiafulvalene Chemistry. I: Journal of Organic Chemistry. 2023 ; Bind 88, Nr. 17. s. 12853-12856.

Bibtex

@article{88cb6615936648a4b971c8736a9b30d8,
title = "Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones: Important Building Blocks in Tetrathiafulvalene Chemistry",
abstract = "2-(Methylthio)-1,3-dithioles are important heterocyclic compounds used for the preparation of redox-active derivatives of tetrathiafulvalene as they serve as precursors for phosphonate esters that can be employed in Horner-Wadsworth-Emmons olefination reactions. Here, we present a mild and less hazardous method than previous methods for converting readily accessible 1,3-dithiole-2-thiones into 2-(methylthio)-1,3-dithioles by methylation with trimethyl orthoformate and HBF4·Et2O and a subsequent reduction with NaBH4",
author = "Jeppe Granh{\o}j and {Bliksted Roug Pedersen}, Viktor and {Lundg{\aa}rd Kr{\o}ll}, Peter and Line Brol{\o}s and {Br{\o}ndsted Nielsen}, Mogens",
note = "Funding Information: The Novo Nordisk Foundation is acknowledged for supporting this work (Grant No. NNF20OC0061574). We acknowledge Christina Sch{\o}ttler Nielsen, University of Copenhagen, and Sino-Danish College (SDC), University of Chinese Academy of Sciences, for providing starting materials. Publisher Copyright: {\textcopyright} 2023 American Chemical Society",
year = "2023",
doi = "10.1021/acs.joc.3c01369",
language = "English",
volume = "88",
pages = "12853--12856",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "17",

}

RIS

TY - JOUR

T1 - Synthesis of 2-(Methylthio)-1,3-dithioles from 1,3-Dithiole-2-thiones

T2 - Important Building Blocks in Tetrathiafulvalene Chemistry

AU - Granhøj, Jeppe

AU - Bliksted Roug Pedersen, Viktor

AU - Lundgård Krøll, Peter

AU - Broløs, Line

AU - Brøndsted Nielsen, Mogens

N1 - Funding Information: The Novo Nordisk Foundation is acknowledged for supporting this work (Grant No. NNF20OC0061574). We acknowledge Christina Schøttler Nielsen, University of Copenhagen, and Sino-Danish College (SDC), University of Chinese Academy of Sciences, for providing starting materials. Publisher Copyright: © 2023 American Chemical Society

PY - 2023

Y1 - 2023

N2 - 2-(Methylthio)-1,3-dithioles are important heterocyclic compounds used for the preparation of redox-active derivatives of tetrathiafulvalene as they serve as precursors for phosphonate esters that can be employed in Horner-Wadsworth-Emmons olefination reactions. Here, we present a mild and less hazardous method than previous methods for converting readily accessible 1,3-dithiole-2-thiones into 2-(methylthio)-1,3-dithioles by methylation with trimethyl orthoformate and HBF4·Et2O and a subsequent reduction with NaBH4

AB - 2-(Methylthio)-1,3-dithioles are important heterocyclic compounds used for the preparation of redox-active derivatives of tetrathiafulvalene as they serve as precursors for phosphonate esters that can be employed in Horner-Wadsworth-Emmons olefination reactions. Here, we present a mild and less hazardous method than previous methods for converting readily accessible 1,3-dithiole-2-thiones into 2-(methylthio)-1,3-dithioles by methylation with trimethyl orthoformate and HBF4·Et2O and a subsequent reduction with NaBH4

U2 - 10.1021/acs.joc.3c01369

DO - 10.1021/acs.joc.3c01369

M3 - Journal article

C2 - 37610134

AN - SCOPUS:85170089226

VL - 88

SP - 12853

EP - 12856

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 17

ER -

ID: 371559730