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Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). / Osipyan, Angelina; Sapegin, Alexander; Novikov, Alexander S.; Krasavin, Mikhail.

In: Journal of Organic Chemistry, Vol. 83, No. 17, 07.09.2018, p. 9707-9717.

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

Harvard

Osipyan, A, Sapegin, A, Novikov, AS & Krasavin, M 2018, 'Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE)', Journal of Organic Chemistry, vol. 83, no. 17, pp. 9707-9717. https://doi.org/10.1021/acs.joc.8b01210

APA

Osipyan, A., Sapegin, A., Novikov, A. S., & Krasavin, M. (2018). Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). Journal of Organic Chemistry, 83(17), 9707-9717. https://doi.org/10.1021/acs.joc.8b01210

Vancouver

Osipyan A, Sapegin A, Novikov AS, Krasavin M. Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). Journal of Organic Chemistry. 2018 Sep 7;83(17):9707-9717. https://doi.org/10.1021/acs.joc.8b01210

Author

Osipyan, Angelina ; Sapegin, Alexander ; Novikov, Alexander S. ; Krasavin, Mikhail. / Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). In: Journal of Organic Chemistry. 2018 ; Vol. 83, No. 17. pp. 9707-9717.

BibTeX

@article{4d024b48086845ebb7d004bcddb94096,
title = "Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE)",
abstract = "The hydrolytic imidazoline ring expansion (HIRE) methodology was extended to readily available tetracyclic [1,4]thiazepines as well as sulfoxide and sulfone analogs thereof. The reactions resulted in the facile formation of a rare medium-sized [1,4,7]thiazecine ring system that has an emerging utility in bioactive compound design. Comparing the HIRE rates for representative compounds in the three groups of substrates allowed drawing some generalizations about the substituent effects on the course of the reaction.",
keywords = "RECEPTOR 4 CXCR4, TRIPEPTIDOMIMETIC ANTAGONISTS, DISCOVERY, MACROCYCLES, INHIBITORS, ARYLATION, PEPTIDES, STRATEGY, SCAFFOLD, LACTAMS",
author = "Angelina Osipyan and Alexander Sapegin and Novikov, {Alexander S.} and Mikhail Krasavin",
year = "2018",
month = sep,
day = "7",
doi = "10.1021/acs.joc.8b01210",
language = "English",
volume = "83",
pages = "9707--9717",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "17",

}

RIS

TY - JOUR

T1 - Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE)

AU - Osipyan, Angelina

AU - Sapegin, Alexander

AU - Novikov, Alexander S.

AU - Krasavin, Mikhail

PY - 2018/9/7

Y1 - 2018/9/7

N2 - The hydrolytic imidazoline ring expansion (HIRE) methodology was extended to readily available tetracyclic [1,4]thiazepines as well as sulfoxide and sulfone analogs thereof. The reactions resulted in the facile formation of a rare medium-sized [1,4,7]thiazecine ring system that has an emerging utility in bioactive compound design. Comparing the HIRE rates for representative compounds in the three groups of substrates allowed drawing some generalizations about the substituent effects on the course of the reaction.

AB - The hydrolytic imidazoline ring expansion (HIRE) methodology was extended to readily available tetracyclic [1,4]thiazepines as well as sulfoxide and sulfone analogs thereof. The reactions resulted in the facile formation of a rare medium-sized [1,4,7]thiazecine ring system that has an emerging utility in bioactive compound design. Comparing the HIRE rates for representative compounds in the three groups of substrates allowed drawing some generalizations about the substituent effects on the course of the reaction.

KW - RECEPTOR 4 CXCR4

KW - TRIPEPTIDOMIMETIC ANTAGONISTS

KW - DISCOVERY

KW - MACROCYCLES

KW - INHIBITORS

KW - ARYLATION

KW - PEPTIDES

KW - STRATEGY

KW - SCAFFOLD

KW - LACTAMS

UR - http://www.scopus.com/inward/record.url?scp=85052332043&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/rare-mediumsized-rings-prepared-via-hydrolytic-imidazoline-ring-expansion-hire

U2 - 10.1021/acs.joc.8b01210

DO - 10.1021/acs.joc.8b01210

M3 - Article

AN - SCOPUS:85052332043

VL - 83

SP - 9707

EP - 9717

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 17

ER -

ID: 32905385