Studies in Thio‐Claisen Rearrangement: Synthesis of Thieno‐[3,2‐c]‐Quinolone Derivatives from 4‐Allylthioquinolin‐2‐(1H)‐Ones

References

• Grundon , M. F. 1990 . Quinoline, quinazolin and acridone alkaloids . Nat. Prod. Rep. , 7 ( 2 ) : 131 – 138 .
   Google Scholar
• Moulis , C. , Wirasutisna , K. R. , Gleye , J. , Loiseau , P. , Stanislas , E. and Moretti , C. 1983 . A 2‐quinolone alkaloid from almeidea guyanensis . Phytochemistry , 22 ( 9 ) : 2095 – 2096 .
   Google Scholar
• Petit‐Paly , G. , Rideau , M. and Chenieux , J. C. 1982 . Study of alkaloids from some RutaceaeII. Ruta graveolens: Botanical, chemical and pharmacological review (study specifically on quarternary quinolone alkaloids) . Planta. Med. Phytother. , 16 ( 1 ) : 55 – 72 .
   Google Scholar
• Kappe , Th. , Fritz , P. F. and Ziegter , E. 1973 . Alkylation of ambident heterocyclic anions, V: Rearrangement reactions of heterocyclic compounds, III: The allylation of 4‐hydroxy‐2‐quinolone . Chem. Ber. , 106 : 1927 – 1942 .
   Google Scholar
• Rao , V. S. and Darbarwar , M. 1989 . A convenient synthesis of 3‐aryl‐4‐oxo‐4,5‐dihydrofuro[3,2‐c]quinolines . Synth. Commun. , 19 ( 15 ) : 2713 – 2719 .
   Web of Science ®Google Scholar
• Huffman , J. W. and Hsu , T. M. 1972 . A one step synthesis of frindersine . Tetrahedron Lett. , 25 : 141 – 143 .
   Google Scholar
• Groot , A. and Jansen , J. M. 1975 . A simple synthesis of 2H‐pyrans; a one step synthesis of flindersine . Tetrahedron Lett. , : 3407 – 3410 .
   Google Scholar
• Bowman , R. M. , Grundon , M. F. and James , K. J. 1973 . Quinoline alkaloids, Part XVI: 2,2‐dimethylpyranoquinolines from base‐catalysed rearrangement of isoprenyl epoxides: Synthesis and biogenesis of flindersine . J. Chem. Soc., Perkin Trans. 1 , : 1055 – 1059 .
   Google Scholar
• Ramesh , M. , Mohan , P. S. and Shanmugam , P. 1984 . A convenient synthesis of flindersine, atanine and their analogues . Tetrahedron , 40 : 4041 – 4049 .
   Web of Science ®Google Scholar
• Reisch , J. , Bathe , A. , Rosenthal , B. H.W. , Salchi , A. and Reza , A. 1987 . Acetylenchemie. 4 Mitt. Synthese von Haplophyllin und N‐methylflindersin, zwei Wege zu N‐funktionalisiertenpyrano[3,2‐c]chinolin‐alkaloiden[1,2] . J. Heterocyclic Chem. , 24 : 869 – 872 .
   Web of Science ®Google Scholar
• Majumdar , K. C. and Choudhury , P. K. 1991 . A regioselective synthesis of 2‐alkylfuro[3,2‐c]quinolin‐4(5H)‐ones . Heterocycles , 32 : 73 – 78 .
   Web of Science ®Google Scholar
• Majumdar , K. C. and Bhattacharyya , T. 1997 . Regeoselective synthesis of furo[3,2‐c][1]benzopyran‐4‐one and furo[3,2‐c]quinolin‐4‐one . J. Chem. Res., (Synop.) , : 244 – 245 .
   Google Scholar
• Majumdar , K. C. and Bhattacharyya , T. 1997 . Regeoselective synthesis of furo[3,2‐c][1]benzopyran‐4‐one and furo[3,2‐c]quinolin‐4‐one . J. Chem. Res., (Miniprint) , : 1701 – 1707 .
   Google Scholar
• Majumdar , K. C. and Choudhury , P. K. 1993 . Regeoselective synthesis of flindersine analogues . Synth. Commun. , 23 ( 8 ) : 1087 – 1100 .
   Web of Science ®Google Scholar
• Majumdar , K. C. , Kundu , A. K. and Chatterjee , P. 1995 . Studies in [3,3] sigmatropic rearrangements: Facile regioselective synthesis of furo‐[2,3‐c]quinolin‐4(5H)‐ones and 3H‐pyrano‐[2,3‐c]quinolin‐5(6H)‐ones . J. Chem. Res. Synop. , : 386 – 387 .
   Google Scholar
• Majumdar , K. C. , Kundu , A. K. and Chatterjee , P. 1995 . Studies in [3,3] sigmatropic rearrangements: Facile regioselective synthesis of furo‐[2,3‐c]quinolin‐4(5H)‐ones and 3H‐pyrano‐[2,3‐c]quinolin‐5(6H)‐ones . J. Chem. Res., (Miniprint) , : 2301 – 2318 .
   Google Scholar
• Majumdar , K. C. and Kundu , A. K. 1997 . Studies in sigmatropic rearrangement of 3‐(4‐aryloxybut‐2‐ynyloxy)‐1‐methylquinolin‐2‐ones: Synthesis of 3H‐pyrano[2,3‐c]quinolin‐5(6H)‐ones and furo[2,3‐c]quinolin‐4(5H)‐ones . Heterocycles , 45 ( 8 ) : 1467 – 1475 .
   Web of Science ®Google Scholar
• Majumdar , K. C. , Kundu , A. K. and Biswas , P. 1999 . Unusual ring contraction of 3H‐pyrano[2,3‐c]quinolin‐5(6H)‐ones to furo[2,3‐c]quinolin‐4(5H)‐ones . Heterocycles , 51 : 471 – 474 .
   Google Scholar
• Majumdar , K. C. , Khan , A. T. and Saha , S. 1991 . Facile regioselective alkylative cyclisation: Synthesis of 2‐methyl‐4H thieno[2,3‐b][1]‐benzothiopyran‐4‐one and thiopyrano[2,3‐b][1]‐benzothiopyran‐5(4H)‐one . Synlett , : 595 – 596 .
   Google Scholar
• Majumdar , K. C. , Khan , A. T. and Saha , S. 1991 . Regeoselective alkylation of 4‐hydroxy‐1‐benzothiopyran‐2(H)‐thione . Indian J. Chem. , 30B : 643 – 645 .
   Google Scholar
• Majumdar , K. C. , Khan , A. T. and Saha , S. 1992 . Regeoselective synthesis of 4‐(aryloxymethyl)thiopyrano[2,3‐b][1]benzothiopyran‐5(2H)‐ones . Synth. Commun. , 22 ( 6 ) : 901 – 912 .
   Web of Science ®Google Scholar
• Majumdar , K. C. and Jana , G. H. 1996 . Regeoselective synthesis of thiopyrano[2,3‐b][1]benzopyran‐5(2H)‐ones . Heterocycles , 43 ( 4 ) : 767 – 774 .
   Google Scholar
• Kwart , H. and Cohen , M. H. 1968 . Alternative conditions for the thio‐Claisen rearrangement . Chem. Commun. , : 319 – 321 .
   Google Scholar
• Makisumi , Y. 1966 . The thio‐Claisen rearrangement of allyl 4‐quinolyl sulfides . Tetrahedron Lett. , 51 : 6399 – 6403 .
   Google Scholar
• Makisumi , Y. and Murabayashi , A. 1969 . The thio‐Claisen rearrangements of allyl and propargyl‐4‐quinolyl sulfides . Tetrahedron Lett. , : 1971 – 1974 .
   Google Scholar