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Efficient construction of 1,2-dihydroquinoline and 1,2,3,4-tetrahydroquinoline rings using tandem Michael-aldol reaction

✍ Scribed by Kazuishi Makino; Osamu Hara; Yuko Takiguchi; Takayuki Katano; Yumiko Asakawa; Keiichiro Hatano; Yasumasa Hamada


Book ID
108284798
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
126 KB
Volume
44
Category
Article
ISSN
0040-4039

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## Abstract magnified image A synthesis of ester‐ and ketone‐substituted (±)‐1‐alkyl‐6‐nitro‐1,2,3,4‐tetrahydroquinolines has been developed from 2‐pentenoates and 2‐penten‐1‐ones substituted at C5 by a 2‐fluoro‐5‐nitrophenyl group. The cyclization involves an S~N~Ar reaction followed by a Michael