Direct formation of α-dione blocks from o-benzoquinone cycloadditions and their value in the synthesis of fused quinoxalines, 1,10-phenanthrolines and pteridines

Ronald N. Warrener; Martin R. Johnston; Austin C. Schultz; Mirta Golic; Mark A. Houghton; Maxwell J. Gunter

doi:10.1055/s-1998-3135

Direct formation of α-dione blocks from o-benzoquinone cycloadditions and their value in the synthesis of fused quinoxalines, 1,10-phenanthrolines and pteridines

Ronald N. Warrener, Martin R. Johnston, Austin C. Schultz, Mirta Golic, Mark A. Houghton, Maxwell J. Gunter

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

17 Citations (Scopus)

Abstract

o-Benzoquinone reacts with norbornadiene to yield a mixture of exo and endo stereoisomeric bridged α-diones which are condensed with vic-diamines (o-phenylenediamines, 5,6-diamino uracil or 5,6-diaminophenanthroline) to produce the corresponding heterocyclic fused-norbornenes; other rod or angled molrac α-dione blocks and heterocycles derived therefrom are described which open new avenues for macrostructure development via block coupling protocols.

Original language	English
Pages (from-to)	590-592
Number of pages	3
Journal	SYNLETT
Issue number	6
DOIs	https://doi.org/10.1055/s-1998-3135
Publication status	Published - Jun 1998
Externally published	Yes

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title = "Direct formation of α-dione blocks from o-benzoquinone cycloadditions and their value in the synthesis of fused quinoxalines, 1,10-phenanthrolines and pteridines",

abstract = "o-Benzoquinone reacts with norbornadiene to yield a mixture of exo and endo stereoisomeric bridged α-diones which are condensed with vic-diamines (o-phenylenediamines, 5,6-diamino uracil or 5,6-diaminophenanthroline) to produce the corresponding heterocyclic fused-norbornenes; other rod or angled molrac α-dione blocks and heterocycles derived therefrom are described which open new avenues for macrostructure development via block coupling protocols.",

author = "Warrener, {Ronald N.} and Johnston, {Martin R.} and Schultz, {Austin C.} and Mirta Golic and Houghton, {Mark A.} and Gunter, {Maxwell J.}",

year = "1998",

month = jun,

doi = "10.1055/s-1998-3135",

language = "English",

pages = "590--592",

journal = "SYNLETT",

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T1 - Direct formation of α-dione blocks from o-benzoquinone cycloadditions and their value in the synthesis of fused quinoxalines, 1,10-phenanthrolines and pteridines

AU - Warrener, Ronald N.

AU - Johnston, Martin R.

AU - Schultz, Austin C.

AU - Golic, Mirta

AU - Houghton, Mark A.

AU - Gunter, Maxwell J.

PY - 1998/6

Y1 - 1998/6

N2 - o-Benzoquinone reacts with norbornadiene to yield a mixture of exo and endo stereoisomeric bridged α-diones which are condensed with vic-diamines (o-phenylenediamines, 5,6-diamino uracil or 5,6-diaminophenanthroline) to produce the corresponding heterocyclic fused-norbornenes; other rod or angled molrac α-dione blocks and heterocycles derived therefrom are described which open new avenues for macrostructure development via block coupling protocols.

AB - o-Benzoquinone reacts with norbornadiene to yield a mixture of exo and endo stereoisomeric bridged α-diones which are condensed with vic-diamines (o-phenylenediamines, 5,6-diamino uracil or 5,6-diaminophenanthroline) to produce the corresponding heterocyclic fused-norbornenes; other rod or angled molrac α-dione blocks and heterocycles derived therefrom are described which open new avenues for macrostructure development via block coupling protocols.

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U2 - 10.1055/s-1998-3135

DO - 10.1055/s-1998-3135

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ER -

Direct formation of α-dione blocks from o-benzoquinone cycloadditions and their value in the synthesis of fused quinoxalines, 1,10-phenanthrolines and pteridines

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