钯
羰基化
催化作用
吲哚试验
吡咯
化学
有机化学
药物化学
一氧化碳
作者
Xiaowei Zhao,Wenqing Zhu,Yujing,Yiran Shi,Jin Zhang,Hong Li,Min‐Ge Yang,Qiang‐Wei Fan,Yang Li
标识
DOI:10.1002/chem.202304056
摘要
3-Indole-3-one is a key intermediate in the synthesis of many drugs and plays an important role in synthetic chemistry and biochemistry. A new method for synthesizing trifluoromethylated 3-indoleketones by Pd(0)-catalyzed carbonylation was introduced. In the absence of additives, 1-chloro-3,3,3-trifluoropropyl (an inexpensive and environmentally friendly synthetic block of trifluoromethyl) reacts with indole and carbon monoxide to generate trifluoromethylindole ketones with good yields, regioselectivity, and chemical selectivity; furthermore, the products exhibit strong resistance to basic functional groups, such as alkynes, aldehydes, and esters. In addition to the conversion of indole compounds into corresponding products, pyrrole and heteroindole may be suitable for corresponding chemical transformations. This study provides a synthetic method for the further construction of trifluoromethylated 3-indole ketones.
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