Diisobutyl(morpholino)aluminum-Enabled Partial Reductions with DIBALH: Highly Practical Synthesis of Aldehydes from Carboxylic Acid Derivatives

  • Kim, So Young
  • Kim, Yu Ri
  • Kim, Hyun Tae
  • Jaladi, Ashok Kumar
  • An, Duk Keun
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초록

Facile, partial reduction of carboxylic acid derivatives such as acid chlorides, esters, amides, and nitriles to aldehydes has been demonstrated using a DIBALH and morpholine system. The present system was extensively optimized, and various mole ratios of DIBALH and morpholine were evaluated to accomplish aldehydes in almost excellent yields. Commercial availability of reagents, milder reaction conditions, short reaction time (<1-60 min), and excellent yields are the silent features of the methodology. The present protocol has a broad substrate scope and allows the reduction of aromatic, heterocyclic, polycyclic, and aliphatic substrates.

키워드

Carboxylic acid derivativeDIBALHDiisobutyl(morpholino)aluminumMorpholinePartial reductionONE-POT CONVERSIONTERTIARY AMIDESCHEMOSELECTIVE REDUCTIONREDUCING AGENTIN-SITUHYDRIDEESTERSMILDCHLORIDESNITRILES
제목
Diisobutyl(morpholino)aluminum-Enabled Partial Reductions with DIBALH: Highly Practical Synthesis of Aldehydes from Carboxylic Acid Derivatives
저자
Kim, So YoungKim, Yu RiKim, Hyun TaeJaladi, Ashok KumarAn, Duk Keun
DOI
10.1002/slct.202202351
발행일
2022-08-12
유형
Article
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CHEMISTRYSELECT
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