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Synlett 2000; 2000(11): 1670-1672
DOI: 10.1055/s-2000-7941
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Efficient Solid Phase Synthesis of Diverse Quinazolinones

Shingo Makino* , Nobuyasu Suzuki, Eiji Nakanishi, Takashi Tsuji
  • *Pharmaceutical Research Laboratories, Ajinomoto Co., Inc. 1-1. Suzuki-cho. Kawasaki-ku. Kawasaki-shi. 210-8681 Japan; Fax 0 44-2 10-58 71; E-mail: shingo makino@ajinomoto.com
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Publication Date:
31 December 2000 (online)

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Various quinazolinones were synthesized by cyclocondensation of anthranilamides with a variety of orthoformates on solid supports. Alkyl, aryl and alkoxy groups can substitute at 2 position of quinazolines with this method. The reactions proceeded smoothly under mild acidic conditions and the products exhibited excellent purity. Unlike previously reported solid phase quinazolinone syntheses, this synthetic strategy does not require an oxidation step. The approach is applicable to the synthesis of a wide range of quinazolinones, including molecules that are susceptible to oxidation.

combinatorial chemistry - solid-phase synthesis - quinazolinones - orthoesters - cycloadditions

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