Synthesis of dibenzo[c,e][1,2]diazocines-a new group of eight-membered cyclic azo compounds

Tomomi Nokubi; Stephanie Kindt; Timothy Clark; Akio Kamimura; Markus R. Heinrich

doi:10.1016/j.tetlet.2014.11.064

Synthesis of dibenzo[c,e][1,2]diazocines-a new group of eight-membered cyclic azo compounds

Tomomi Nokubi, Stephanie Kindt, Timothy Clark, Akio Kamimura, Markus R. Heinrich

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

710 Downloads (Pure)

Abstract

Despite of a remarkable ring strain hitherto unknown dibenzo[c,e][1,2]diazocines 3 could be prepared from readily available azo compounds 4 under mild Ullmann-type reaction conditions. The obtained stereoisomers of the new heterocycles 3 were structurally assigned by 2D NMR experiments and DFT calculations.

Original language	English
Pages (from-to)	316-320
Journal	Tetrahedron Letters
Volume	56
Issue number	2
Early online date	22 Nov 2014
DOIs	https://doi.org/10.1016/j.tetlet.2014.11.064
Publication status	Published - 8 Jan 2015

Keywords

Radical reactions
Azo compounds
Ullmann coupling
Diazocines
Heterocycles

Access to Document

10.1016/j.tetlet.2014.11.064

Synthesis of dibenzoAccepted author manuscript (Post-print), 461 KBLicence: CC BY-NC-ND

http://www.sciencedirect.com/science/article/pii/S0040403914019571

Cite this

@article{7f4e555487a34decb537b54e75a70330,

title = "Synthesis of dibenzo[c,e][1,2]diazocines-a new group of eight-membered cyclic azo compounds",

abstract = "Despite of a remarkable ring strain hitherto unknown dibenzo[c,e][1,2]diazocines 3 could be prepared from readily available azo compounds 4 under mild Ullmann-type reaction conditions. The obtained stereoisomers of the new heterocycles 3 were structurally assigned by 2D NMR experiments and DFT calculations.",

keywords = "Radical reactions, Azo compounds, Ullmann coupling, Diazocines, Heterocycles",

author = "Tomomi Nokubi and Stephanie Kindt and Timothy Clark and Akio Kamimura and Heinrich, \{Markus R.\}",

year = "2015",

month = jan,

day = "8",

doi = "10.1016/j.tetlet.2014.11.064",

language = "English",

volume = "56",

pages = "316--320",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "2",

}

TY - JOUR

T1 - Synthesis of dibenzo[c,e][1,2]diazocines-a new group of eight-membered cyclic azo compounds

AU - Nokubi, Tomomi

AU - Kindt, Stephanie

AU - Clark, Timothy

AU - Kamimura, Akio

AU - Heinrich, Markus R.

PY - 2015/1/8

Y1 - 2015/1/8

N2 - Despite of a remarkable ring strain hitherto unknown dibenzo[c,e][1,2]diazocines 3 could be prepared from readily available azo compounds 4 under mild Ullmann-type reaction conditions. The obtained stereoisomers of the new heterocycles 3 were structurally assigned by 2D NMR experiments and DFT calculations.

AB - Despite of a remarkable ring strain hitherto unknown dibenzo[c,e][1,2]diazocines 3 could be prepared from readily available azo compounds 4 under mild Ullmann-type reaction conditions. The obtained stereoisomers of the new heterocycles 3 were structurally assigned by 2D NMR experiments and DFT calculations.

KW - Radical reactions

KW - Azo compounds

KW - Ullmann coupling

KW - Diazocines

KW - Heterocycles

U2 - 10.1016/j.tetlet.2014.11.064

DO - 10.1016/j.tetlet.2014.11.064

M3 - Article

SN - 0040-4039

VL - 56

SP - 316

EP - 320

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 2

ER -

Synthesis of dibenzo[c,e][1,2]diazocines-a new group of eight-membered cyclic azo compounds

Abstract

Keywords

Access to Document

Fingerprint

Cite this