Standard

(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones : Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors. / Chupakhin, Evgeny; Gecht, Martha; Ivanov, Alexander; Kantin, Grigory; Dar'in, Dmitry; Krasavin, Mikhail.

In: Synthesis, Vol. 53, No. 7, 01.04.2021, p. 1292-1300.

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

Harvard

Chupakhin, E, Gecht, M, Ivanov, A, Kantin, G, Dar'in, D & Krasavin, M 2021, '(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors', Synthesis, vol. 53, no. 7, pp. 1292-1300. https://doi.org/10.1055/s-0040-1706556

APA

Chupakhin, E., Gecht, M., Ivanov, A., Kantin, G., Dar'in, D., & Krasavin, M. (2021). (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors. Synthesis, 53(7), 1292-1300. https://doi.org/10.1055/s-0040-1706556

Vancouver

Chupakhin E, Gecht M, Ivanov A, Kantin G, Dar'in D, Krasavin M. (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors. Synthesis. 2021 Apr 1;53(7):1292-1300. https://doi.org/10.1055/s-0040-1706556

Author

Chupakhin, Evgeny ; Gecht, Martha ; Ivanov, Alexander ; Kantin, Grigory ; Dar'in, Dmitry ; Krasavin, Mikhail. / (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones : Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors. In: Synthesis. 2021 ; Vol. 53, No. 7. pp. 1292-1300.

BibTeX

@article{a8615b8e4bf84f83a2d47b92bcdeb511,
title = "(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors",
abstract = "The use of readily available 1-aryl-3-arylidenepyrrolidine2,5-diones in high yielding direct diazo-transfer reactions and subsequent involvement of the resulting diazo compounds in Rh-II-catalyzed O-H, S-H, and N-H insertion reactions delivered 4-substituted 1-aryl-3-arylidenepyrrolidine-2,5-diones of defined regiochemistry and geometrical configuration. These products are intended to be studied as Michael acceptors capable of inhibiting thioredoxin reductase, a promising cancer target.",
keywords = "Michael acceptors, pyrrolidine-2,5-diones, Wittig reaction, diazo transfer, rhodium(II) carbenes, X-H insertion, thioredoxin reductase inhibitors, MALEIMIDES, INHIBITORS, DISCOVERY, THIOL",
author = "Evgeny Chupakhin and Martha Gecht and Alexander Ivanov and Grigory Kantin and Dmitry Dar'in and Mikhail Krasavin",
year = "2021",
month = apr,
day = "1",
doi = "10.1055/s-0040-1706556",
language = "English",
volume = "53",
pages = "1292--1300",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "7",

}

RIS

TY - JOUR

T1 - (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones

T2 - Preparation and Use in Rh-II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors

AU - Chupakhin, Evgeny

AU - Gecht, Martha

AU - Ivanov, Alexander

AU - Kantin, Grigory

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

PY - 2021/4/1

Y1 - 2021/4/1

N2 - The use of readily available 1-aryl-3-arylidenepyrrolidine2,5-diones in high yielding direct diazo-transfer reactions and subsequent involvement of the resulting diazo compounds in Rh-II-catalyzed O-H, S-H, and N-H insertion reactions delivered 4-substituted 1-aryl-3-arylidenepyrrolidine-2,5-diones of defined regiochemistry and geometrical configuration. These products are intended to be studied as Michael acceptors capable of inhibiting thioredoxin reductase, a promising cancer target.

AB - The use of readily available 1-aryl-3-arylidenepyrrolidine2,5-diones in high yielding direct diazo-transfer reactions and subsequent involvement of the resulting diazo compounds in Rh-II-catalyzed O-H, S-H, and N-H insertion reactions delivered 4-substituted 1-aryl-3-arylidenepyrrolidine-2,5-diones of defined regiochemistry and geometrical configuration. These products are intended to be studied as Michael acceptors capable of inhibiting thioredoxin reductase, a promising cancer target.

KW - Michael acceptors

KW - pyrrolidine-2,5-diones

KW - Wittig reaction

KW - diazo transfer

KW - rhodium(II) carbenes

KW - X-H insertion

KW - thioredoxin reductase inhibitors

KW - MALEIMIDES

KW - INHIBITORS

KW - DISCOVERY

KW - THIOL

UR - http://www.scopus.com/inward/record.url?scp=85096051410&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/ec3f021e-b1ce-3e4b-a2d4-381dde526d27/

U2 - 10.1055/s-0040-1706556

DO - 10.1055/s-0040-1706556

M3 - Article

VL - 53

SP - 1292

EP - 1300

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 7

ER -

ID: 70950239