Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines

Standard

Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines. / Лавит, Ксения Сергеевна; Сапегин, Александр Владимирович ; Рязанцев, Михаил Николаевич ; Красавин, Михаил Юрьевич.

In: Justus Liebigs Annalen der Chemie, Vol. 2022, No. 35, e202200818, 20.09.2022.

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

BibTeX

@article{6d041f03d0704b0cbc99c50c89d04681,

title = "Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines",

abstract = "The influence of introducing substituents of increasing bulk in α position of tetracyclic imidazoline-fused heteroazepinones on the course of hydrated imidazoline ring expansion (HIRE) reaction was established. Under certain conditions, substituted β-aminoethanols can be used to obtain solely the ring expanded products from dibenzo[b,f][1,4]ox(thi)azepin-11(10H)-ones while with their unsubstituted counterparts, side chain expulsion was the only observable outcome.",

keywords = "Aminoethanols, Heterocycles, Ring-expansion reaction, Synthetic methods",

author = "Лавит, {Ксения Сергеевна} and Сапегин, {Александр Владимирович} and Рязанцев, {Михаил Николаевич} and Красавин, {Михаил Юрьевич}",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",

year = "2022",

month = sep,

day = "20",

doi = "10.1002/ejoc.202200818",

language = "English",

volume = "2022",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-Blackwell",

number = "35",

}

RIS

TY - JOUR

T1 - Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines

AU - Лавит, Ксения Сергеевна

AU - Сапегин, Александр Владимирович

AU - Рязанцев, Михаил Николаевич

AU - Красавин, Михаил Юрьевич

PY - 2022/9/20

Y1 - 2022/9/20

N2 - The influence of introducing substituents of increasing bulk in α position of tetracyclic imidazoline-fused heteroazepinones on the course of hydrated imidazoline ring expansion (HIRE) reaction was established. Under certain conditions, substituted β-aminoethanols can be used to obtain solely the ring expanded products from dibenzo[b,f][1,4]ox(thi)azepin-11(10H)-ones while with their unsubstituted counterparts, side chain expulsion was the only observable outcome.

AB - The influence of introducing substituents of increasing bulk in α position of tetracyclic imidazoline-fused heteroazepinones on the course of hydrated imidazoline ring expansion (HIRE) reaction was established. Under certain conditions, substituted β-aminoethanols can be used to obtain solely the ring expanded products from dibenzo[b,f][1,4]ox(thi)azepin-11(10H)-ones while with their unsubstituted counterparts, side chain expulsion was the only observable outcome.

KW - Aminoethanols

KW - Heterocycles

KW - Ring-expansion reaction

KW - Synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=85138736292&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/2686858a-a427-3eb2-a5a7-b30ce0285dcf/

U2 - 10.1002/ejoc.202200818

DO - 10.1002/ejoc.202200818

M3 - Article

VL - 2022

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 35

M1 - e202200818

ER -

ID: 100704479