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ChemInform Abstract: 4(1H)-Quinolinones by a Tandem Reduction-Addition-Elimination Reaction.

✍ Scribed by Richard A. Bunce; Baskar Nammalwar

Publisher
John Wiley and Sons
Year
2011
Weight
32 KB
Volume
42
Category
Article
ISSN
0931-7597

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(±)-2-Aryl-2,3-dihydro-4(1H)-quinolinone
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## Abstract An efficient synthesis of (±)‐2‐aryl‐2,3‐dihydro‐4(1__H__)‐quinolinones has been developed from chalcones prepared from 2′‐nitroacetophenone and a series of substituted benzaldehydes. The cyclization sequence is initiated by reduction of the nitro group under dissolving metal conditions

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## Abstract magnified image A tandem Michael‐S~N~Ar annulation reaction has been developed for the synthesis of 1‐alkyl‐2,3‐dihydro‐4(1__H__)‐quinolinones. Success in the reaction followed expected electronic effects for the final S~N~Ar ring closure. Treatment of doubly activated 1‐(2‐fluoro‐5‐ni