Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5- diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation

A.P. Molchanov; M.M. Efremova; M.A. Kryukova; M.A. Kuznetsov

doi:10.3762/bjoc.16.218

Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5- diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation

A.P. Molchanov, M.M. Efremova, M.A. Kryukova, M.A. Kuznetsov

Research output › peer-review

Abstract

The first example of the cycloaddition of in situ-generated azomethine imine under microwave conditions is described. The reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones proceeds regio- and stereoselectively giving mostly good yields of the corresponding perhydropyrazolopyrazoles. The products of the reaction undergo cycloreversion under the reaction conditions.

Translated title of the contribution	Селективное и обратимое 1,3-диполярное циклоприсоединение 6-aryl-1,5-диазабицикло[3.1.0]гексанов к 1,3-дифенилпроп-2-ен-1-онам при микроволновом облучении
Original language	English
Pages (from-to)	2679-2686
Journal	Beilstein Journal of Organic Chemistry
Volume	16
DOIs	https://doi.org/10.3762/bjoc.16.218
Publication status	Published - 30 Oct 2020

Access to Document

10.3762/bjoc.16.218Licence: Other

Fingerprint Dive into the research topics of 'Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5- diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation'. Together they form a unique fingerprint.

Cite this

@article{12c5e48f73b44844889c7f4d139c64f5,

title = "Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5- diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation",

abstract = "The first example of the cycloaddition of in situ-generated azomethine imine under microwave conditions is described. The reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones proceeds regio- and stereoselectively giving mostly good yields of the corresponding perhydropyrazolopyrazoles. The products of the reaction undergo cycloreversion under the reaction conditions.",

keywords = "azomethine imines; cycloaddition; diazabicyclohexanes; diaziridines; regioselectivity, Azomethine imines, cycloaddition, diazabicyclohexanes, diaziridines, Regioselectivity",

author = "A.P. Molchanov and M.M. Efremova and M.A. Kryukova and M.A. Kuznetsov",

note = "Статья",

year = "2020",

month = oct,

day = "30",

doi = "10.3762/bjoc.16.218",

language = "English",

volume = "16",

pages = "2679--2686",

journal = "Beilstein Journal of Organic Chemistry",

issn = "1860-5397",

publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

TY - JOUR

T1 - Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5- diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation

AU - Molchanov, A.P.

AU - Efremova, M.M.

AU - Kryukova, M.A.

AU - Kuznetsov, M.A.

N1 - Статья

PY - 2020/10/30

Y1 - 2020/10/30

N2 - The first example of the cycloaddition of in situ-generated azomethine imine under microwave conditions is described. The reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones proceeds regio- and stereoselectively giving mostly good yields of the corresponding perhydropyrazolopyrazoles. The products of the reaction undergo cycloreversion under the reaction conditions.

AB - The first example of the cycloaddition of in situ-generated azomethine imine under microwave conditions is described. The reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones proceeds regio- and stereoselectively giving mostly good yields of the corresponding perhydropyrazolopyrazoles. The products of the reaction undergo cycloreversion under the reaction conditions.

KW - azomethine imines; cycloaddition; diazabicyclohexanes; diaziridines; regioselectivity

KW - Azomethine imines

KW - cycloaddition

KW - diazabicyclohexanes

KW - diaziridines

KW - Regioselectivity

U2 - 10.3762/bjoc.16.218

DO - 10.3762/bjoc.16.218

M3 - Article

VL - 16

SP - 2679

EP - 2686

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 1860-5397

ER -