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Synthesis of 2,3-dihydro-1H-inden-1-one derivatives via Ni-catalyzed intramolecular hydroacylation
Tetrahedron ( IF 2.1 ) Pub Date : 2012-03-21 , DOI: 10.1016/j.tet.2012.03.053
Fan Yang , Tienan Jin , Yoshinori Yamamoto

An efficient synthetic method for the formation of 2,3-dihydro-1H-inden-1-one derivatives through a Ni-catalyzed intramolecular hydroacylation of 2-(prop-2-ynyl)benzaldehydes has been developed. Examination of various nickel and other transition metal catalysts and phosphine ligands showed that the use of Ni(COD)2 catalyst combined with P(i-Pr)3 ligand was the best choice to the success of the present intramolecular hydroacylation. A wide range of functional groups were tolerated, affording the corresponding substituted α-lidene-2,3-dihydro-1H-inden-1-ones in good to high yields with a sole E-selectivity under present reaction conditions.



中文翻译:

Ni催化的分子内加氢酰化反应合成2,3-二氢-1 H-茚-1-酮衍生物

已经开发了一种通过Ni催化2-(丙-2-炔基)苯甲醛的分子内加氢酰化反应形成2,3-二氢-1 H-茚-1-酮衍生物的有效合成方法。对各种镍和其他过渡金属催化剂和膦配体的研究表明,将Ni(COD)2催化剂与P(i- Pr)3配体结合使用是目前分子内加氢酰化成功的最佳选择。宽泛的官能团是可耐受的,在目前的反应条件下,以唯一的E-选择性,以良好或高收率提供了相应的取代的α-亚苄基-2,3-二氢-1 H-茚满-1-酮。

更新日期:2012-03-21
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