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- W2188503015 abstract "A series of novel 2-acyl or benzoyl-3-amino4-tritl uoromet hyl-6-substitu ted fur o[2,3-b]-pyridin es have been synthesised from 4-tritluoromet hyl-6- substi tuted-l ,2-dihydro-2-oxo -3-pyridine carbon itrile via 2-0-phenacyl or aceton yl-3-cyano4-tritluoromet hyl-6-s ubstituted pyridines. The fu ro[2,3-b ]-pyridines are structur ally analogous to indoles and quinolines I. They are known to have biological activity because the fu ro[2,3 -b]pyridine . moiety is present in fu ro[2,3-b]quinolin e alkaloids 2 is olated from some Rutaceae and makes the back bone of fur o[ 2,3-b]pyridine alkaloids 3. The furo [2, 3-b ]pyridine ring system have been claim ed as potent her bicides 4 and as int egral components of cephalo sporine deri vatives 5. The fur o[2,3 -b]pyridines are mainly fo rmed by the fusion of (n) def icient pyridine and a (n) excessive fu ran ri ng. The earlier reports on the synthesis of fu ro[2,3-b ]pyridines are mainly fusion of fu ran ring to pyridines 6-lo and pyridine ring to fu ran II. Some of the reports are by int ramolecular Diels-Ald er cycli sation of 1, 2, 4-triazines 12-17 , 1, 3pyrimidines 18.19 and pyrazines 20•21 with dienoph ilic side chain and by rear rangement of azepines 22•23 . However, no report on fluorin ated fur o[2,3-b] pyridine except under ref. lOis available in li terature. The fluorinated fur o[2,3-b ]-p yridines are supposed to have enhanced activity due to their lipophilic nature. Therefore our continued int erest on the synthesis of fluorin ated pyridones 24 , fused pyridines such as pyrido[3 ' ,2 ' :4,5]f uro[3,2-d]- 1 ,3-pyrimidin es 25, pyrido [3'2':4, 5]f uro[3, 2-d]- 1, 3-oxazines 26 , N-a llyl-2( lH ) pyridones 27 , prompted us to synthesise a series of novel fluorinated fur o[2,3-b ]pyridines." @default.
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- W2188503015 date "2001-01-01" @default.
- W2188503015 modified "2023-09-22" @default.
- W2188503015 title "Synthesis of nove1 2,6- disubst ituted- 3-a mino-4-t rifluoromethylf uro (2,3- b ) pyridines t" @default.
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