Photoinduced Bergman cycloaromatization of imidazole-fused enediynes

Zhengrong Zhao; Justin G. Peacock; Daniel A. Gubler; Matt A. Peterson

doi:10.1016/j.tetlet.2004.12.136

Photoinduced Bergman cycloaromatization of imidazole-fused enediynes

Zhengrong Zhao
, Justin G. Peacock
, Daniel A. Gubler
, Matt A. Peterson^*

^*Corresponding author for this work

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

40 Scopus citations

Abstract

A series of 4,5-bis-(alkyn-1-yl)imidazoles-'imidazole-fused' enediynes-were synthesized and their reactivities in photoinduced Bergman cycloaromatization reactions were determined. The more conformationally rigid analogues gave cycloaromatized products in good yields upon irradiation (450 W low-pressure mercury lamp, ambient temperature). A bicyclic analogue (3) was shown to cleave supercoiled plasmid DNA.

Original language	English
Pages (from-to)	1373-1375
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2004.12.136
State	Published - 21 Feb 2005
Externally published	Yes

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10.1016/j.tetlet.2004.12.136

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title = "Photoinduced Bergman cycloaromatization of imidazole-fused enediynes",

abstract = "A series of 4,5-bis-(alkyn-1-yl)imidazoles-'imidazole-fused' enediynes-were synthesized and their reactivities in photoinduced Bergman cycloaromatization reactions were determined. The more conformationally rigid analogues gave cycloaromatized products in good yields upon irradiation (450 W low-pressure mercury lamp, ambient temperature). A bicyclic analogue (3) was shown to cleave supercoiled plasmid DNA.",

author = "Zhengrong Zhao and Peacock, \{Justin G.\} and Gubler, \{Daniel A.\} and Peterson, \{Matt A.\}",

year = "2005",

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AU - Zhao, Zhengrong

AU - Peacock, Justin G.

AU - Gubler, Daniel A.

AU - Peterson, Matt A.

PY - 2005/2/21

Y1 - 2005/2/21

N2 - A series of 4,5-bis-(alkyn-1-yl)imidazoles-'imidazole-fused' enediynes-were synthesized and their reactivities in photoinduced Bergman cycloaromatization reactions were determined. The more conformationally rigid analogues gave cycloaromatized products in good yields upon irradiation (450 W low-pressure mercury lamp, ambient temperature). A bicyclic analogue (3) was shown to cleave supercoiled plasmid DNA.

AB - A series of 4,5-bis-(alkyn-1-yl)imidazoles-'imidazole-fused' enediynes-were synthesized and their reactivities in photoinduced Bergman cycloaromatization reactions were determined. The more conformationally rigid analogues gave cycloaromatized products in good yields upon irradiation (450 W low-pressure mercury lamp, ambient temperature). A bicyclic analogue (3) was shown to cleave supercoiled plasmid DNA.

UR - https://www.scopus.com/pages/publications/13244253929

U2 - 10.1016/j.tetlet.2004.12.136

DO - 10.1016/j.tetlet.2004.12.136

M3 - Article

AN - SCOPUS:13244253929

SN - 0040-4039

VL - 46

SP - 1373

EP - 1375

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

Photoinduced Bergman cycloaromatization of imidazole-fused enediynes

Abstract

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