Synthesis and mild retro Diels-Alder decomposition of 1,4-methanopyrrolo-, 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones

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Abstract

From norbornane- and norbornene-fused azetidinones 1a and 1b, 1,4-methanopyrrolo- 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones 6a,b-9a,b were prepared by ring enlargement. Norbornene derivatives 6b-9b underwent retrodiene decomposition to give pyrrolo-, pyrido- and azepino-[1,2-α]pyrimidinones 10-13, respectively.

Original languageEnglish
Pages (from-to)195-203
Number of pages9
JournalSynthetic Communications
Volume27
Issue number2
Publication statusPublished - 1997

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Quinazolinones
Norbornanes
Pyrimidinones
Decomposition
Derivatives
2-norbornene

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Synthesis and mild retro Diels-Alder decomposition of 1,4-methanopyrrolo-, 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones",
abstract = "From norbornane- and norbornene-fused azetidinones 1a and 1b, 1,4-methanopyrrolo- 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones 6a,b-9a,b were prepared by ring enlargement. Norbornene derivatives 6b-9b underwent retrodiene decomposition to give pyrrolo-, pyrido- and azepino-[1,2-α]pyrimidinones 10-13, respectively.",
author = "F. F{\"u}l{\"o}p and M{\'a}rta Palk{\'o} and G. Bern{\'a}th and P. Soh{\'a}r",
year = "1997",
language = "English",
volume = "27",
pages = "195--203",
journal = "Synthetic Communications",
issn = "0039-7911",
publisher = "Taylor and Francis Ltd.",
number = "2",

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TY - JOUR

T1 - Synthesis and mild retro Diels-Alder decomposition of 1,4-methanopyrrolo-, 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones

AU - Fülöp, F.

AU - Palkó, Márta

AU - Bernáth, G.

AU - Sohár, P.

PY - 1997

Y1 - 1997

N2 - From norbornane- and norbornene-fused azetidinones 1a and 1b, 1,4-methanopyrrolo- 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones 6a,b-9a,b were prepared by ring enlargement. Norbornene derivatives 6b-9b underwent retrodiene decomposition to give pyrrolo-, pyrido- and azepino-[1,2-α]pyrimidinones 10-13, respectively.

AB - From norbornane- and norbornene-fused azetidinones 1a and 1b, 1,4-methanopyrrolo- 1,4-methanopyrido- and 1,4-methanoazepino[2,1-b]quinazolinones 6a,b-9a,b were prepared by ring enlargement. Norbornene derivatives 6b-9b underwent retrodiene decomposition to give pyrrolo-, pyrido- and azepino-[1,2-α]pyrimidinones 10-13, respectively.

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M3 - Article

VL - 27

SP - 195

EP - 203

JO - Synthetic Communications

JF - Synthetic Communications

SN - 0039-7911

IS - 2

ER -