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Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold. / Barkhatova, Darina; Zhukovsky, Daniil; Dar'in, Dmitry; Krasavin, Mikhail.

In: European Journal of Organic Chemistry, Vol. 2019, No. 33, 08.09.2019, p. 5798-5800.

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

Harvard

Barkhatova, D, Zhukovsky, D, Dar'in, D & Krasavin, M 2019, 'Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold', European Journal of Organic Chemistry, vol. 2019, no. 33, pp. 5798-5800. https://doi.org/10.1002/ejoc.201900944

APA

Barkhatova, D., Zhukovsky, D., Dar'in, D., & Krasavin, M. (2019). Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold. European Journal of Organic Chemistry, 2019(33), 5798-5800. https://doi.org/10.1002/ejoc.201900944

Vancouver

Barkhatova D, Zhukovsky D, Dar'in D, Krasavin M. Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold. European Journal of Organic Chemistry. 2019 Sep 8;2019(33):5798-5800. https://doi.org/10.1002/ejoc.201900944

Author

Barkhatova, Darina ; Zhukovsky, Daniil ; Dar'in, Dmitry ; Krasavin, Mikhail. / Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold. In: European Journal of Organic Chemistry. 2019 ; Vol. 2019, No. 33. pp. 5798-5800.

BibTeX

@article{0c59ac4f4b8f4a7e80942a25e49906c2,
title = "Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold",
abstract = "RH2(OAc)4-catalyzed coupling of α-diazo-γ-butyrolactams with a wide range of aliphatic and aromatic thiols leads to α-aryl(alkyl)thiolactams in generally good yields. The transformation was found to be tolerant to sterically hindered thiols in contrast to analogous O–H insertion. Moreover, the same diazo lactams can be easily converted to β-aryl(alkyl)thiolactams in two steps using one-pot protocol. Consequently, the continued synthetic exploration of α-diazo-γ-butyrolactams paves the way toward two medicinally important scaffolds.",
keywords = "Alkylthio lactams, Arylthio lactams, Rhodium(II) catalysis, S–H insertion, α-Diazo lactams, alpha-Diazo lactams, INSERTION, S-H insertion, ENANTIOSELECTIVE S-H, CATALYSTS",
author = "Darina Barkhatova and Daniil Zhukovsky and Dmitry Dar'in and Mikhail Krasavin",
year = "2019",
month = sep,
day = "8",
doi = "10.1002/ejoc.201900944",
language = "English",
volume = "2019",
pages = "5798--5800",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "33",

}

RIS

TY - JOUR

T1 - Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold

AU - Barkhatova, Darina

AU - Zhukovsky, Daniil

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

PY - 2019/9/8

Y1 - 2019/9/8

N2 - RH2(OAc)4-catalyzed coupling of α-diazo-γ-butyrolactams with a wide range of aliphatic and aromatic thiols leads to α-aryl(alkyl)thiolactams in generally good yields. The transformation was found to be tolerant to sterically hindered thiols in contrast to analogous O–H insertion. Moreover, the same diazo lactams can be easily converted to β-aryl(alkyl)thiolactams in two steps using one-pot protocol. Consequently, the continued synthetic exploration of α-diazo-γ-butyrolactams paves the way toward two medicinally important scaffolds.

AB - RH2(OAc)4-catalyzed coupling of α-diazo-γ-butyrolactams with a wide range of aliphatic and aromatic thiols leads to α-aryl(alkyl)thiolactams in generally good yields. The transformation was found to be tolerant to sterically hindered thiols in contrast to analogous O–H insertion. Moreover, the same diazo lactams can be easily converted to β-aryl(alkyl)thiolactams in two steps using one-pot protocol. Consequently, the continued synthetic exploration of α-diazo-γ-butyrolactams paves the way toward two medicinally important scaffolds.

KW - Alkylthio lactams

KW - Arylthio lactams

KW - Rhodium(II) catalysis

KW - S–H insertion

KW - α-Diazo lactams

KW - alpha-Diazo lactams

KW - INSERTION

KW - S-H insertion

KW - ENANTIOSELECTIVE S-H

KW - CATALYSTS

UR - http://www.scopus.com/inward/record.url?scp=85070757071&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/employing-%CE%B1diazocarbonyl-compound-chemistry-assembly-medicinally-important-arylalkylthiolactam-scaff

U2 - 10.1002/ejoc.201900944

DO - 10.1002/ejoc.201900944

M3 - Article

AN - SCOPUS:85070757071

VL - 2019

SP - 5798

EP - 5800

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 33

ER -

ID: 46203836