Synthesis of novel 2,4,6,8,10-pentaaza[3.3.3]propellane derivatives

Moonyong Shin; Myeong Hak Kim; Tae Hwan Ha; Jongho Jeon; Kyoo Hyun Chung; Jin Seuk Kim; Young Gyu Kim

doi:10.1016/j.tet.2014.01.024

Synthesis of novel 2,4,6,8,10-pentaaza[3.3.3]propellane derivatives

Moonyong Shin, Myeong Hak Kim, Tae Hwan Ha, Jongho Jeon, Kyoo Hyun Chung, Jin Seuk Kim, Young Gyu Kim

Department of Applied Chemistry

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

25 Scopus citations

Abstract

Propellanes and azapropellanes are attractive compounds for their unique structure and valuable applications but there are few synthetic studies for highly N-substituted azapropellanes. Several novel derivatives of 2,4,6,8,10-pentaaza[3.3.3]propellane, such as 3, 4, and 5 were successfully synthesized from readily available diethyl tartrate. Most of the synthetic steps were efficient. Their propellane structures were established by spectroscopic data and confirmed with single crystal X-ray analyses.

Original language	English
Pages (from-to)	1617-1620
Number of pages	4
Journal	Tetrahedron
Volume	70
Issue number	8
DOIs	https://doi.org/10.1016/j.tet.2014.01.024
State	Published - 25 Feb 2014

Keywords

Heteropolycyclic compound
Pentaazapropellane
Propellane

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10.1016/j.tet.2014.01.024

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title = "Synthesis of novel 2,4,6,8,10-pentaaza[3.3.3]propellane derivatives",

abstract = "Propellanes and azapropellanes are attractive compounds for their unique structure and valuable applications but there are few synthetic studies for highly N-substituted azapropellanes. Several novel derivatives of 2,4,6,8,10-pentaaza[3.3.3]propellane, such as 3, 4, and 5 were successfully synthesized from readily available diethyl tartrate. Most of the synthetic steps were efficient. Their propellane structures were established by spectroscopic data and confirmed with single crystal X-ray analyses.",

keywords = "Heteropolycyclic compound, Pentaazapropellane, Propellane",

author = "Moonyong Shin and Kim, \{Myeong Hak\} and Ha, \{Tae Hwan\} and Jongho Jeon and Chung, \{Kyoo Hyun\} and Kim, \{Jin Seuk\} and Kim, \{Young Gyu\}",

year = "2014",

month = feb,

day = "25",

doi = "10.1016/j.tet.2014.01.024",

language = "English",

volume = "70",

pages = "1617--1620",

journal = "Tetrahedron",

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TY - JOUR

T1 - Synthesis of novel 2,4,6,8,10-pentaaza[3.3.3]propellane derivatives

AU - Shin, Moonyong

AU - Kim, Myeong Hak

AU - Ha, Tae Hwan

AU - Jeon, Jongho

AU - Chung, Kyoo Hyun

AU - Kim, Jin Seuk

AU - Kim, Young Gyu

PY - 2014/2/25

Y1 - 2014/2/25

N2 - Propellanes and azapropellanes are attractive compounds for their unique structure and valuable applications but there are few synthetic studies for highly N-substituted azapropellanes. Several novel derivatives of 2,4,6,8,10-pentaaza[3.3.3]propellane, such as 3, 4, and 5 were successfully synthesized from readily available diethyl tartrate. Most of the synthetic steps were efficient. Their propellane structures were established by spectroscopic data and confirmed with single crystal X-ray analyses.

AB - Propellanes and azapropellanes are attractive compounds for their unique structure and valuable applications but there are few synthetic studies for highly N-substituted azapropellanes. Several novel derivatives of 2,4,6,8,10-pentaaza[3.3.3]propellane, such as 3, 4, and 5 were successfully synthesized from readily available diethyl tartrate. Most of the synthetic steps were efficient. Their propellane structures were established by spectroscopic data and confirmed with single crystal X-ray analyses.

KW - Heteropolycyclic compound

KW - Pentaazapropellane

KW - Propellane

UR - https://www.scopus.com/pages/publications/84895066889

U2 - 10.1016/j.tet.2014.01.024

DO - 10.1016/j.tet.2014.01.024

M3 - Article

AN - SCOPUS:84895066889

SN - 0040-4020

VL - 70

SP - 1617

EP - 1620

JO - Tetrahedron

JF - Tetrahedron

IS - 8

ER -

Synthesis of novel 2,4,6,8,10-pentaaza[3.3.3]propellane derivatives

Abstract

Keywords

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