Regioselective Synthesis of Chromeno[4,3‐c] isoquinolin‐11‐ones by Radical Cyclization

References

• Giese , B. 1986 . Radicals in Organic Synthesis: Formation of Carbon–Carbon Bonds New York : Pergamon .
   Google Scholar
• Curran , D. P. 1988 . The design and application of free radical chain reaction in organic synthesis part 1 and part 2 . Synthesis , : 417 489
   Google Scholar
• Jasperse , C. P. , Curran , D. P. and Fevig , T. L. 1991 . Radical reactions in natural product synthesis . Chem. Rev. , 91 : 1237
   Web of Science ®Google Scholar
• Renaud , P. and Sibi , M. 2001 . Radicals in Organic Synthesis Edited by: Renaud , P. and Sibi , M. Vol. 1 + 2 , Weinheim : Wiley‐VCH .
   Google Scholar
• Majumdar , K. C. , Balasubramanium , K. K. and Thyagarajan , B. S. 1973 . Studies in claisen rearrangement. Part‐XII. Synthesis of benzofuro[3,2‐c][1]‐6a,11a‐dihydro‐11a‐methylbenzopyran derivatives from 1,4‐diaryloxybut‐2‐ynes . J. Heterocycl. Chem. , 10 : 159
   Google Scholar
• Majumdar , K. C. , Chatterjee , P. and Saha , S. 1998 . Regioselective synthesis of [6c,12b‐cis]‐6c,7,12,13‐tetrahydro‐1H‐chromeno[3 = B4, 4 = B4:4,5] pyrano[2,3‐c]chromeno‐1‐ones via [1, 6] Michael addition . Tetrahedron Lett. , 39 : 7147 – 7148 . [CROSSREF]
   Web of Science ®Google Scholar
• Majumdar , K. C. , Chatterjee , P. , Saha , S. and Samanta , S. K. 2001 . Regioselective synthesis of [4b,12c‐cis]‐Δ6a,12b‐4b,5,12c,13‐tetrahydropyrano[2,3‐c:4,5‐c′]‐bis[1]benzopyran‐7‐one . Ind. J. Chem. , 40B : 915 – 918 .
   Google Scholar
• Majumdar , K. C. and Das , U. 1998 . Studies in pyrimidine‐annelated heterocycles by tandem cyclisation: regioselective synthesis of [6,6]pyranopyran by internal [1,6] Michael addition . J. Org. Chem. , 63 : 9997 – 10000 . [CROSSREF]
   Web of Science ®Google Scholar
• Stork , G. and Sher , P. M. 1986 . A catalytic tin system for trapping radicals from cyclization reactions: Regio and stereo‐controlled formation of two adjacent chiral centers . J. Am. Chem. Soc. , 108 : 303
   Web of Science ®Google Scholar
• Srikrishna , A. 1987 . A radical cyclization route to alpha‐methylene‐gamma‐butyrolactones . J. Chem. Soc. Chem. Commun. , : 587 [CROSSREF]
   Google Scholar
• Srikrishna , A. , Viswajanani , R. and Yelamaggad , C. V. 1997 . Tributyltin chloride–sodium cyanoborohydride mediated tandem radical cyclization‐reductive demethoxylation sequence . Tetrahedron , 53 : 10479 – 10488 . [CROSSREF]
   Google Scholar
• Shankaran , K. , Solan , C. P. and Snieckus , V. 1985 . Synthetic connections to the aromatic directed metalation reaction. Radical‐induced cyclization to substituted benzofurans, benzopyrans and furopyridines . Tetrahedron Lett. , 26 : 6001 – 6004 . [CROSSREF]
   Google Scholar
• Solan , C. P. , Cuevas , J. C. , Quesnelle , C. and Snieckus , V. 1988 . Aryl radical induced cyclization routes to furo[2,3‐b]benzofurans: abbreviated formal synthesis of aflatoxins B1 and B2 . Tetrahedron Lett. , 29 : 4685 – 4686 . [CROSSREF]
   Google Scholar
• Parker , K. A. , Spero , D. M. and Inman , K. C. 1986 . Aryl radical‐initiated cyclizations. Effect of aryl substituents on ring size . Tetrahedron Lett. , 27 : 2833 – 2836 . [CROSSREF]
   Google Scholar
• Jones , K. and Willkinson , J. 1992 . A. J. Chem. Soc. Chem. Commun. , : 1767 [CROSSREF]
   Google Scholar
• Harrowven , D. C. 1993 . Cascade radical reactions in synthesis: condensed thiophenes from ketene thioacetals . Tetrahedron Lett. , 34 : 5653 – 5656 . [CROSSREF]
   Web of Science ®Google Scholar
• Sundberg , R. J. and Cherney , R. J. 1990 . Combinatorial synthesis of small organic molecules . J. Org. Chem. , 55 : 6028 – 6037 .
   Google Scholar
• Tsuge , O. , Hatta , T. and Tsuchiyama , H. 1998 . Chem. Lett. , : 155 [CROSSREF]
   Google Scholar
• Fiumana , A. and Jones , K. 2000 . Annulation of indole via indole radicals: addition of the 2‐indolyl radical to aromatic rings . Tetrahedron Lett. , 41 : 4209 – 4211 . [CROSSREF]
   Google Scholar
• Rosa , A. M. , Prabhakar , S. and Lobo , A. M. 1990 . Aryl–aryl coupling induced by n‐butylstannyl hydride an efficient phenanthridine synthesis . Tetrahedron Lett. , 13 : 1881 – 1884 . [CROSSREF]
   Google Scholar
• Rosa , A. M. , Lobo , A. M. , Branco , P. S. , Prabhakar , S. and Pereira , A. M.D.L. 1997 . Synthesis of phenanthridines by radical Caryl–Caryl coupling . Tetrahedron , 55 : 269 – 284 . [CROSSREF]
   Google Scholar
• Majumdar , K. C. , Basu , P. K. , Mukhopadhyay , P. P. , Sarkar , S. , Ghosh , S. K. and Biswas , P. 2003 . Regiosdelective synthesis of 1H,3H,6H‐[2]benzopyrano[4,3‐d]pyrimidine‐2,4‐dione and 12H—benzopyrano[3,2‐c][1] benzopyran‐5‐ones by radical cyclization . Tetrahedron , 59 : 2151 – 2157 . [CROSSREF]
   Web of Science ®Google Scholar
• Ishibashi , H. , Kawanami , H. , Nakagawa , H. and Ikeda , M. 1997 . Sulfur controlled 6‐exo aryl radical cyclisation of N‐ethynyl‐2‐(2‐bromophenyl)acetamides; synthesis of tetrahydropalmatine and saulatine . J. Chem. Soc., Perkin Trans. 1 , : 2291 – 2296 . [CROSSREF]
   Google Scholar
• Rosa , A. M. , Lobo , A. M. , Branco , P. S. , Prabhakar , S. and Sa‐da‐Costa , M. 1997 . New synthesis of the amaryllidacaea alkaloids vasconine assoanine, oxoassoanine, pratosine and ismine by radical cyclization . Tetrahedron , 53 : 299 – 306 . [CROSSREF]
   Google Scholar
• Bowman , W. R. , Mann , E. and Parr , J. 2000 . Bu3SnH mediated oxidative radical cyclization: synthesis of 6H‐benzo[c]chromen‐6‐ones . J. Chem. Soc., Perkins Trans. 1 , : 2991 – 2999 . [CROSSREF]
   Google Scholar
• Renaud , P. and Sibi , M. 2001 . Radicals in Organic Synthesis Edited by: Renaud , P. and Sibi , M. Vol. 2 , 62 Weinheim : Wiley‐VCH .
   Google Scholar
• Comins , D. L. , Hong , H. and Jianhua , G. 1994 . Asymmetric synthesis of camptothecin alkaloids: a nine step synthesis of (S)‐camptothecin . Tetrahedron Lett. , 35 : 5331 – 5334 . [CROSSREF]
   Web of Science ®Google Scholar
• Abeywickrema , A. N. , Beckwith , A. L.J. and Gerba , S. 1987 . J. Org. Chem. , 52 : 4072
   Web of Science ®Google Scholar
• Majumdar , K. C. and Samanta , S. K. 2002 . Synthesis of bioactive heterocycles: tandem reaction of 4‐N‐(4′‐aryloxybut‐2′‐ynyl), N‐methylaminocoumarin with 3‐chloroperoxybenzoic acid . Tetrahedron Lett. , 43 : 2119 [CROSSREF]
   Google Scholar
• Majumdar , K. C. , Kundu , U. K. and Ghosh , S. K. 2002 . Studies in sigmatropic rearrangement: synthesis of [6,6] pyranothiopyran ring system by sequential claisen rearrangement and pyridine hydrotribromide mediated regioselective “6‐ endo” cyclization . Org. Lett. , 4 : 2629 [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar