Standard

A novel approach to 5H-pyrazino[2,3- b] indoles via annulation of 3-diazoindolin-2-imines with 2H-azirines or 5-alkoxyisoxazoles under Rh(II) catalysis. / Ruvinskaya, Julia O.; Rostovskii, Nikolai V.; Filippov, Ilya P.; Khlebnikov, Alexander F.; Novikov, Mikhail S.

в: Organic and Biomolecular Chemistry, Том 16, № 1, 07.01.2018, стр. 38-42.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

Harvard

APA

Vancouver

Author

BibTeX

@article{6da90bf665724ab6a9a685afb1b687f1,
title = "A novel approach to 5H-pyrazino[2,3- b] indoles via annulation of 3-diazoindolin-2-imines with 2H-azirines or 5-alkoxyisoxazoles under Rh(II) catalysis",
abstract = "A novel one-step method for the preparation of 5H-pyrazino[2,3-b]indoles with different substitution patterns in all rings of the tricyclic system via the Rh2(OAc)4-catalyzed reaction of 2H-azirines with 3-diazoindolin-2-imines is reported. Alkyl 5H-pyrazino[2,3-b]indole-3-carboxylates were also prepared by a one-pot procedure from synthetic equivalents of alkyl 2H-azirine-2-carboxylates, 5-alkoxyisoxazoles. The reactions provide the first examples of the use of Rh(ii) catalysis for intermolecular annulations with 2H-azirines and isoxazoles.",
keywords = "DOMINO REACTION, 3+2 CYCLOADDITION, INDOLES, ISOMERIZATION, DERIVATIVES, ISOXAZOLES, PYRAZINES, FUNCTIONALIZATION, REACTIVITY, CHEMISTRY",
author = "Ruvinskaya, {Julia O.} and Rostovskii, {Nikolai V.} and Filippov, {Ilya P.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.}",
year = "2018",
month = jan,
day = "7",
doi = "10.1039/c7ob02637d",
language = "English",
volume = "16",
pages = "38--42",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "1",

}

RIS

TY - JOUR

T1 - A novel approach to 5H-pyrazino[2,3- b] indoles via annulation of 3-diazoindolin-2-imines with 2H-azirines or 5-alkoxyisoxazoles under Rh(II) catalysis

AU - Ruvinskaya, Julia O.

AU - Rostovskii, Nikolai V.

AU - Filippov, Ilya P.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

PY - 2018/1/7

Y1 - 2018/1/7

N2 - A novel one-step method for the preparation of 5H-pyrazino[2,3-b]indoles with different substitution patterns in all rings of the tricyclic system via the Rh2(OAc)4-catalyzed reaction of 2H-azirines with 3-diazoindolin-2-imines is reported. Alkyl 5H-pyrazino[2,3-b]indole-3-carboxylates were also prepared by a one-pot procedure from synthetic equivalents of alkyl 2H-azirine-2-carboxylates, 5-alkoxyisoxazoles. The reactions provide the first examples of the use of Rh(ii) catalysis for intermolecular annulations with 2H-azirines and isoxazoles.

AB - A novel one-step method for the preparation of 5H-pyrazino[2,3-b]indoles with different substitution patterns in all rings of the tricyclic system via the Rh2(OAc)4-catalyzed reaction of 2H-azirines with 3-diazoindolin-2-imines is reported. Alkyl 5H-pyrazino[2,3-b]indole-3-carboxylates were also prepared by a one-pot procedure from synthetic equivalents of alkyl 2H-azirine-2-carboxylates, 5-alkoxyisoxazoles. The reactions provide the first examples of the use of Rh(ii) catalysis for intermolecular annulations with 2H-azirines and isoxazoles.

KW - DOMINO REACTION

KW - 3+2 CYCLOADDITION

KW - INDOLES

KW - ISOMERIZATION

KW - DERIVATIVES

KW - ISOXAZOLES

KW - PYRAZINES

KW - FUNCTIONALIZATION

KW - REACTIVITY

KW - CHEMISTRY

UR - http://www.scopus.com/inward/record.url?scp=85038624696&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/novel-approach-5-h-pyrazino23-b-indoles-via-annulation-3diazoindolin2imines-2-h-azirines-5alkoxyisox

U2 - 10.1039/c7ob02637d

DO - 10.1039/c7ob02637d

M3 - Article

AN - SCOPUS:85038624696

VL - 16

SP - 38

EP - 42

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 1

ER -

ID: 13392451