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Nucleophilic acylation of α-haloketones with aldehydes: an umpolung strategy for the synthesis of 1,3-diketones

✍ Scribed by Santosh Singh; Pankaj Singh; Vijai K. Rai; Ritu Kapoor; Lal Dhar S. Yadav

Book ID
104098567
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
441 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

The first example of N-heterocyclic carbene (NHC)-promoted intermolecular acylation of a-haloketones with aldehydes and a,b-unsaturated aldehydes (enals) is reported. The protocol involves carbonyl umpolung reactivity of aldehydes and enals in which the carbonyl carbon attacks nucleophilically on electrophilic terminal of a-haloketones to afford 1,3-diketones and a,b-unsaturated 1,3-diketones, respectively. Short reaction time, ambient temperature, operational simplicity, and high yields are the salient features of the present procedure.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 1,3-Di
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✍ Heung Soo Baek; Byung Woo Yoo; Sam Rok Keum; Cheol Min Yoon; Sung Hoon Kim; Joon 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

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