Reactions of cyclic oxalyl compounds .38. New Isoindigoide dyes from heterocyclic 2,3-diones - Synthesis and thermal rearrangement

被引:29
作者
Kollenz, G [1 ]
Penn, G [1 ]
Theuer, R [1 ]
Fabian, WMF [1 ]
ElNabi, HAA [1 ]
Zhang, X [1 ]
Peters, K [1 ]
Peters, EM [1 ]
vonSchnering, HG [1 ]
机构
[1] MAX PLANCK INST FESTKORPERFORSCH,D-70506 STUTTGART 80,GERMANY
关键词
D O I
10.1016/0040-4020(96)00173-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The heterocyclic 2,3-diones 1 and 11 together with Lawesson reagent (LR) afford novel isoindigoide dyes 4 and 12, respectively. 4a can thermally be isomerized into the pyrano[4,3-c]pyrane 6, accompanied by a significant hypsochromic shift which,uas corroborated by quantum chemical calculations. The phoshporanylidene derivative 13 was obtained via Wittig reaction of 1. All structural assignments were based on X-ray studies of 4a and 13. Copyright (C) 1996 Elsevier Science Ltd
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页码:5427 / 5440
页数:14
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