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Preparation of 2,3-Dibromo-1H-indenes and Tetrabromodihydro-s-indacenes as Synthetic Building Blocks
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-10-13 , DOI: 10.1021/acs.joc.2c01584 Keisuke Iwata 1 , Yasunobu Egawa 1 , Katsunori Yamanishi 1 , Hayato Tsuji 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-10-13 , DOI: 10.1021/acs.joc.2c01584 Keisuke Iwata 1 , Yasunobu Egawa 1 , Katsunori Yamanishi 1 , Hayato Tsuji 1
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The acid-induced intramolecular cyclization of 1,1-disubstituted 3-aryl-2,3-dibromoallylalcohols affords 2,3-dibromo-1H-indene derivatives. This method is also applicable to the preparation of tetrabromodihydro-s-indacenes. The thus obtained multi-brominated compounds can serve as versatile synthetic building blocks to obtain a variety of indene and indacene derivatives, as demonstrated by the synthesis of dialkylmethylene-bridged oligo(phenylenevinylene)s, which feature attractive photophysical properties.
中文翻译：
2,3-二溴-1H-茚和四溴二氢-s-茚满作为合成砌块的制备
1,1-二取代的 3-aryl-2,3-dibromoallylalcohols 的酸诱导分子内环化提供 2,3-dibromo-1 H-茚衍生物。该方法也适用于四溴二氢双茚并苯的制备。由此获得的多溴化合物可以作为通用的合成结构单元来获得各种茚和茚并苯衍生物，正如二烷基亚甲基桥联低聚（亚苯基亚乙烯基）的合成所证明的那样，其具有吸引人的光物理性质。
更新日期：2022-10-13
中文翻译：
2,3-二溴-1H-茚和四溴二氢-s-茚满作为合成砌块的制备
1,1-二取代的 3-aryl-2,3-dibromoallylalcohols 的酸诱导分子内环化提供 2,3-dibromo-1 H-茚衍生物。该方法也适用于四溴二氢双茚并苯的制备。由此获得的多溴化合物可以作为通用的合成结构单元来获得各种茚和茚并苯衍生物，正如二烷基亚甲基桥联低聚（亚苯基亚乙烯基）的合成所证明的那样，其具有吸引人的光物理性质。
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