Reactions of 7‐(Methoxyimino)‐4‐methyl‐2 H ‐chromene‐2,8(7 H )‐dione with Phosphorus Ylides. Synthesis of 2‐Substituted 6‐Methyl‐8 H ‐benzopyrano[7,8‐ d ]oxazol‐8‐ones
7‐(Methoxyimino)‐4‐methyl‐2 H ‐chromene‐2,8(7 H )‐dione ( 3 ) reacts with phosphonium salts 1a – c , 8a , b under phasetransfer catalysis conditions to afford the title 2‐substituted 6‐methylbenzopyranooxazol‐8‐ones 5a – c , 10a , b , respectively, along with compound 6 , instead of the expected Wit...
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Veröffentlicht in: | Liebigs Annalen der Chemie 1993-11, Vol.1993 (11), p.1175-1177 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | 7‐(Methoxyimino)‐4‐methyl‐2
H
‐chromene‐2,8(7
H
)‐dione (
3
) reacts with phosphonium salts
1a
–
c
,
8a
,
b
under phasetransfer catalysis conditions to afford the title 2‐substituted 6‐methylbenzopyranooxazol‐8‐ones
5a
–
c
,
10a
,
b
, respectively, along with compound
6
, instead of the expected Wittig reaction products. However, the reaction of
3
with the stable phosphorus ylides
11a
–
c
in addition to the corresponding benzopyranooxazoles
12a
–
c
and compound
6
affords in the last case compound
16
as well according to a sequence involving an initial Wittig reaction between
11c
and
3
. |
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ISSN: | 0170-2041 |
DOI: | 10.1002/jlac.1993199301190 |