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2,2,3-Tribromopropanal as a Versatile Reagent in the Skraup-Type Synthesis of 3-Bromoquinolin-6-ols
Synlett ( IF 1.7 ) Pub Date : 2014-02-10 , DOI: 10.1055/s-0033-1340670
Clemens Lamberth 1 , Fiona Kessabi 1 , Renaud Beaudegnies 1 , Laura Quaranta 1 , Stephan Trah 1 , Guillaume Berthon 1 , Fredrik Cederbaum 1 , Thomas Vettiger 2 , CS Prasanna 3
Affiliation  

2,2,3-Tribromopropanal, a reagent which almost became forgotten in the chemical literature after its first application in the 1950s, is used for the one-step transformation of diversely substituted 4-nitro- and 4-methoxyanilines into 3-bromo-6-nitroquinolines and 3-bromo-6-methoxyquinolines. These intermediates are then converted, in one further step, into 3-bromoquinolin-6-ols, which may carry additional substituents at positions 7 and 8.

中文翻译:

2,2,3-Tribromopropanal 在 Skraup 型合成 3-Bromoquinolin-6-ols 中作为多功能试剂

2,2,3-三溴丙醛是一种在 1950 年代首次应用后几乎在化学文献中被遗忘的试剂,用于将不同取代的 4-硝基和 4-甲氧基苯胺一步转化为 3-溴- 6-硝基喹啉和 3-溴-6-甲氧基喹啉。然后,这些中间体在进一步的步骤中转化为 3-溴喹啉-6-醇,其可以在 7 和 8 位带有额外的取代基。
更新日期:2014-02-10
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