REDUCTION OF HETEROCYCLIC ALCOHOLS WITH SODIUM BOROHYDRIDE-TRIFLUOROACETIC ACID. PREPARATION OF bis-HETEROCYCLIC METHANES

References

• Gribble , G. W. , Leese , R. M. and Evans , B. E. 1977 . Synthesis , : 172
   Google Scholar
• Gribble , G. W. , Kelly , W. J. and Emery , S. E. 1978 . Synthesis , : 763
   Web of Science ®Google Scholar
• Nutaitis , C. F. and Bernardo , J. E. 1990 . Synth. Commun , 20 : 487
   Web of Science ®Google Scholar
• Ketcha , D. M. and Gribble , G. W. 1985 . J. Org. Chem. , 50 : 5451 b) D. M. Ketcha, B. A. Lieurance, D. F. J. Homan and G. W. Gribble, ibid., 54, 4350(1989).
   Web of Science ®Google Scholar
• Ketcha , D. M. and Lieurance , B. A. 1989 . Tetrahedron Lett. , 30 : 6833
   Web of Science ®Google Scholar
• Ketcha , D. M. , Carpenter , K. P. and Shou , Q. 1991 . J. Org. Chem. , 56 : 1318
   Google Scholar
• Frehel , D. , Boigegrain , R. and Maffrand , J.-P. 1984 . Heterocycles , 22 : 1235
   Web of Science ®Google Scholar
• Ketcha , D. M. , Carpenter , K. P. , Atkinson , S. T. and Rajagopalan , H. R. 1990 . Synth. Commun. , 20 : 1647
   Web of Science ®Google Scholar
• Greenhouse , R. , Ramirez , C. and Muchowski , J. M. 1985 . J. Org. Chem. , 50 : 2961
   Web of Science ®Google Scholar
• Frattini , C. , Bicchi , C. , Barettini , C. and Nano , G. M. 1977 . J. Agric. Food Chem. , 25 : 1238
   Web of Science ®Google Scholar
• Stoll , M. , Winter , M. , Gautschi , F. , Flament , I. and Willhalm , B. 1967 . Helv. Chim. Acta. , 50 : 628 b) M. Shimoda and T. Shibamoto, J. Agric. Food Chem., 38, 802(1990).
   PubMed Web of Science ®Google Scholar
• Gribble , G. W. , Lord , P. D. , Skotnicki , J. , Dietz , S. E. , Eaton , J. T. and Johnson , J. L. 1974 . J. Am. Chem. Soc. , 96 : 7812
   Web of Science ®Google Scholar
• Cadogan , J. I. G. , Hey , D. H. and Sanderson , W. A. 1960 . J. Chem. Soc. , : 3203 b) V. Ramanathan and R. Levine, J. Org. Chem., 27, 1216(1962); c) M. Stahle and M. Schlosser, Angew. Chem. Int. Ed., 18, 875(1979); d) T. Hosokawa, K. Maeda, K. Koga and I. Moritani, Tetrahedron Lett., 14, 739(1973); e) M. Ahmed, J. Ashby, M. Ayad and O. Meth-Cohn, J. Chem. Soc., Perkin Trans. 1, 1099(1973).
   Google Scholar
• Pieroni , A. and Moggi , A. 1923 . Gazz. Chim. Ital. , 53 : 120
   Google Scholar
• Ahmed , M. , Ashby , J. , Ayad , M. and Meth-Cohn , O. 1973 . J. Chem. Soc., Perkin Trans. I , : 1099 b) N. Kucharcyzk and V. Horak, Coll. Czech. Chem. Commun., 33, 92(1968); c) I. G. Iovel, Y. S. Gol'dberg, and M. V. Shimanskaya, Khim. Geterotsikl. Soedin., 746(1989); Chem. Abstr. 112, 178533v; d) A. Riad, Z. Mouloungui, M. Delmas and A. Gaset, Synth. Commun., 19, 3169(1989); e) O. P. Shkurko, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, 135(1965); Chem. Abstr., 63, 11475b; f) A. Kasahara, T. Izumi, A. Suzuki and T. Takeda, Bull. Chem. Soc. Japan, 49, 3711(1976).
   Google Scholar
• Winkle , M. R. , Lansinger , J. M. and Ronald , R. C. 1980 . Chem. Commun. , : 88
   Google Scholar
• Gschwend , H. W. and Rodriguez , H. R. 1979 . “Organic Reactions,” , Vol. 26 , 1 New York, NY : John Wiley & Sons, Inc. .
   Google Scholar
• Hamlin , K. E. , Weston , A. W. , Fischer , F. E. and Michaels , R. J. Jr. 1949 . J. Am. Chem. Soc. , 71 : 2731 α-(2-thienyl)benzyl alcohol: b) α-(3-thienyl)benzyl alcohol: S. Gronowitz, Arkiv. Kemi., 12, 533(1958); Chem. Abstr., 53, 7133c; c) α-(2-furyl)benzyl alcohol: M. Kusakabe, Y. Kitano, Y. Kobayashi and F. Sato, J. Org. Chem., 54, 2085(1989); d) α-(3-furyl)benzyl alcohol: A. Zamojski and T. Kozluk, J. Org. Chem., 42, 1089(1977); e) α-(2-benzo[b]furyl)benzyl alcohol: A. Holy and A. Vystrcil, Coll. Czech. Chem. Commun., 27, 1861(1962); f) α-(2-benzo[b]thienyl)benzyl alcohol: M. Moreno-Manas, M. R. Cuberes, C. Palacin, M. Raga, J. M. Castello and J. Ortiz, Eur. J. Med. Chem., 23, 477(1988); g) α-[2-(1-methylimidazolyl)]benzyl alcohol: A. M. Roe, J. Chem. Soc., 2195(1963); h) α-[4-(1-methylimidazolyl)]benzyl alcohol: I. N. Somin and G. V. Kizimova, Zh. Obshch. Khim., 39, 1857(1969); Chem. Abstr., 71, 124547u; i) α-(2-benzo-thiazolyl)benzyl alcohol: S. Florio and L. Troisi, Tetrahedron Lett., 30, 3721(1989); j) α-[2-(1-methylbenzimidazolyl)]benzyl alcohol: D. G. O'Sullivan and A. K. Wallis, Nature, 198, 1270(1963); k) α-(2-oxazolyl)benzyl alcohol: J. C. Hodges, W. C. Patt and C. J. Connolly, J. Org. Chem., 56, 449(1991); l) α-(3-pyridyl)benzyl alcohol: N. Furukawa, T. Shibutani and H. Fujihara, Tetrahedron Lett., 28, 5845(1987).
   Google Scholar
• Jap. Patent . 80,160,739 . Chem. Abstt, 95, 6624q
   Google Scholar