15. Photochemistry of amines and amino compounds |
743 |
135.D. Armesto, W. M. Horspool, F. Langa and A. Ramos, J. Chem. Soc., Perkin Trans. 1, 223 (1991).
136.D. Armesto, A. R. Agarrabeitia, W. M. Horspool and M. G. Gallego, J. Chem. Soc., Chem. Commun., 934 (1990).
137.D. Armesto, M. G. Gallego and W. M. Horspool, Tetrahedron Lett., 31, 2475 (1990).
138.D. Armesto, M. G. Gallego and W. M. Horspool, Tetrahedron Lett., 46, 6185 (1990).
139.D. Armesto, W. M. Horspool, M. J. Mancheno and M. J. Oritz, J. Chem. Soc., Perkin Trans. 1, 2348 (1990).
140.A. Hassner and B. Fischer, Tetrahedron, 45, 3535 (1989).
141.K. H. Pfoertner, K. Bernauer, F. Kaufmann and E. Lorch, Helv. Chim. Acta, 68, 584 (1985).
142.T. Buchel, R. Prewo, J. H. Bieri and H. Heimgartner, Helv. Chim. Acta, 67, 534 (1984).
143.(a) M. P. Cava and R. H. Schlessinger, Tetrahedron Lett., 2109 (1964).
(b)G. M. Badger, C. P. Joshua and G. E. Lewis, Tetrahedron Lett., 3711 (1964).
144.D. Armesto, M. G. Gallego and W. M. Horspool, J. Chem. Soc., Perkin Trans. 1, 1623 (1989).
145.V. H. M. Elferink and H. J. T. Bos, J. Chem. Soc., Chem. Commun., 882 (1985).
146.D. Armesto, M. G. Gallego, M. J. Ortiz, So Romano and W. M. Horspool, J. Chem. Soc., Perkin Trans. 1, 1343 (1989).
147.S. Arai, T. Takeuchi, M. Ishikawa, M. Yamazari and M. Hida, J. Chem. Soc., Perkin Trans. 1, 481 (1987).
148.D. Armesto, W. M. Horspool, M. Apoita, M. G. Gallego and A. Ramos, J. Chem. Soc., Perkin Trans. 1, 2035 (1989).
149.P. Margaretha, Helv. Chim. Acta, 65, 290 (1982).
150.E. Malamidou-Xenikaki and D. N. Nicolaides, Tetrahedron, 42, 5081 (1986).
151.Y. Ogata, K. Takagi and M. Mizuno, J. Org. Chem., 47, 3684 (1982).
152.S. V. Kessar, T. Singh and A. K. Singh Mankotia, J. Chem. Soc., Chem. Commun., 1692 (1989).
153.(a) M. Fischer, Chem. Ber., 102, 342 (1969).
(b)H. Shizuka, Bull. Chem. Soc. Jpn., 42, 52 (1969).
(c)J. Stumpe, A. Melhorn and K. Schwetlick, J. Photochem., 8, 1 (1978).
(d)M. Z. A. Badr, M. M. Aly and F. F. Abdel-Latif, J. Org, Chem., 44, 3244 (1979).
(e)H. J. Hageman, Recl. Trav. Chim. Pays-Bas, 91, 1447 (1972).
(f)D. Elad, D. V. Rao and V. I. Steuberg, J. Org. Chem., 30, 3252 (1965).
(g)R. Chenevert and R. Plante, Can. J. Chem., 61, 1092 (1983).
(h)M. M. Abdel-Malik and P. de Mayo, Can. J. Chem., 62, 1275 (1984).
154.(a) D. Flad and J. Rokach, J. Org. Chem., 29, 1885 (1964).
(b)D. Flad, Tetrahedron Lett., 77 (1963).
155.Y. Katsuhara, R. Tsujii, K. Hard, Y. Shigemitsu and Y. Odaira, Tetrahedron Lett., 453 (1974).
156.(a) J. D. Coyle and D. H. Kingston, Tetrahedron Lett., 4525 (1976).
(b)J. D. Coyle, Chem. Rev., 78, 97 (1978).
157.(a) R. J. Sundberg, Org. Photochem., 6, 121 (1983).
(b)S. Naruto, O. Yonemitsu, N. Kataoka and K. Kimura, J. Am. Chem. Soc., 93, 4053 (1971).
(c)Y. Okuno and O. Yonemitsu, Tetrahedron. Lett., 1169 (1974).
158.(a) K. Shimada, M. Sako, K. Hirota and Y. Maki, Tetrahedron Lett., 28, 207 (1987).
(b)S. V. Kessar, G. Singh and P. Balakrishnan, Tetrahedron Lett., 2269 (1974).
159.(a) H. Aoyama, T. Hasegawa and Y. Omote, J. Am. Chem. Soc., 101, 5343 (1979).
(b)F. Toda, M. Yagi and S. Soda, J. Chem. Soc. Chem. Commun., 1413 (1987).
(c)A. Sekine, K. Hori, Y. Ohashi, M. Yagi and F. Toda, J. Am. Chem. Soc., 111, 697 (1989).
(d)F. Toda and H. Miyamoto, J. Chem. Soc., Perkin Trans. 1, 1129 (1993).
160.A. L. Campbell and G. R. Lenz, Synthesis, 421 (1987).
161.C. Bochu, A. Couture, P. Grandelaudon and A. Lablache-Combier, J. Chem. Soc., Chem. Commun., 839 (1986).
162.(a) P. G. Cleveland and O. L. Chapman, J. Chem. Soc., Chem. Commun., 1064 (1967).
(b)I. Ninomiya, S. Yamamuchi, T. Kiguchi, A. Shinohara and T. Naito, J. Chem. Soc., Perkin Trans. 1, 1747 (1974).
(c)G. R. Lenz, Synthesis, 489 (1978).
(d)I. Ninomiya and T. Naito, Heterocycles, 15, 1433 (1981).
(e)I. Ninomiya and T. Naito, in The Alkaloids (Ed. A. Brossi), Vol. 22, Academic Press, New York, 1983.
(f)J. D. Winkler, R. D. Scott and P. G. Willard, J. Am. Chem. Soc., 112, 8971 (1990).
744 |
Tong-Ing Ho and Yuan L. Chow |
163.T. Naito, N. Kojima, O. Miyata and I. Ninomiya, J. Chem. Soc., Chem. Commun., 1611 (1985).
164.A. Couture and P. Grandclaudon, Synthesis, 576 (1986).
165.T. Naito, E. Doi, O. Miyata and I. Ninomiya, Heterocycles, 24, 903 (1986).
166.(a) T. Naito, Y. Tada, Y. Nishiguchi and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1, 487 (1985).
(b)I. Ninomiya, C. Hashimoto, T. Kiguchi and T. Naito, J. Chem. Soc., Perkin Trans. 1, 941 (1985).
(c)T. Naito, Y. Hirata, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1, 2219 (1988).
(d)I. Ninomiya and T. Naito, Photochemical Synthesis, Academic Press, New York, 1989, 176.
167.N. L. Bauld, B. Harirchian, D. W. Reynold and J. C. White, J. Am. Chem. Soc., 110, 8111 (1988).
168.C. Bochu, A. Couture, P. Grandclaudon and A. Lablache-Combier, Tetrahedron, 44, 1959 (1988).
169.W. G. Richard, C. A. Chesta and D. G. Whitten, Photochem. Photobiol., 54, 557 (1991).
170.F. M. Schell and P. M. Cook, J. Org. Chem., 49, 4067 (1984).
171.(a) P. de Mayo, L. K. Sydnes and G. Wenska, J. Chem. Soc., Chem. Commun., 499 (1979).
(b)P. de Mayo, L. K. Sydnes and G. Wenska, J. Org. Chem., 45, 1549 (1980).
172.M. Machida, K. Oda and Y. Kanaoka, Tetrahedron Lett., 25, 409 (1984).
173.G. Crank and A. Mursyidi, J. Photochem. Photobiol. A: Chem., 53, 301 (1990).
174.F. D. Lewis, J. E. Elbert, A. L. Upthagrove and P. D. Hale, J. Org. Chem., 56, 553 (1991).
175.(a) F. D. Lewis, C. L. Stern and B. A. Yoon, J. Am. Chem. Soc., 114, 3131 (1992).
(b)F. D. Lewis and B. A. Yoon, J. Am. Chem. Soc., 59, 2537 (1994).
176.(a) F. D. Lewis, S. V. Barancyk and E. L. Burch, J. Am. Chem. Soc., 114, 3866 (1992).
(b)F. D. Lewis and E. L. Burch, J. Am. Chem. Soc., 116, 1159 (1994).
177.(a) J. D. Coyle, in Synthetic Organic Photochemistry (Ed. W. M. Horspool), Plenum Press, New York, 1984, p. 259.
(b)Y. Kanaoko, Acc. Chem. Res., 11, 407 (1978).
(c)H. P. Mazzocchi, Org. Photochem., 5, 421 (1981).
178.Y. Kanaoka, Y. Migita, K. Koyama, Y. Sato, H. Nakai and T. Mizoguchi, Tetrahedron Lett., 1193 (1973).
179.J. D. Coyle, Pure Appl. Chem., 60, 941 (1988).
180.(a) K. Maruyama, Y. Kubo, M. Machida, K. Oda, Y. Kanaoka and K. Fukuyama, J. Org. Chem., 43, 2303 (1978).
(b)K. Maruyama and Y. Kubo, J. Am. Chem. Soc., 100, 7772 (1978).
181.(a) M. Machida, H. Kakechi and Y. Kanaoka, Heterocycles, 7, 273 (1977).
(b)Y. Sato, H. Nakai, T. Mizoguchi and Y. Kanaoka, Tetrahedron Lett., 1889 (1976).
(c)Y. Sato, H. Nakai, T. Mizoguchi, Y. Hatanaka and Y. Kanaoka, J. Am. Chem. Soc., 98, 2349 (1976).
(d)C. R. King and H. L. Ammon, Tetrahedron Lett., 28, 2473 (1987).
(e)J. D. Coyle and L. R. B. Bryant, J. Chem. Soc., Perkin Trans. 1, 2857 (1983).
(f)M. Machida, S. Oyadomari, H. Takechi, K. Ohno and Y. Kanaoka, Heterocycles, 19, 2057 (1982).
182.(a) M. Machida, H. Takechi and Y. Kanaoka, Chem. Pharm. Bull., 30, 1579 (1982).
(b)M. Wada, H. Nakai, K. Aoe, K. Kotera, Y. Sato, Y. Hatanaka and Y. Kanaoka, Tetrahedron, 39, 1273 (1983).
183.(a) C. Somich, P. H. Mazzochi and H. L. Ammon, J. Org. Chem., 52, 3614 (1987).
(b)K. Maruyama, T. Ogana, Y. Kubo and T. Araki, J. Chem. Soc., Perkin Trans. 1, 2025 (1985).
(c)M. Machida, K. Oda and Y. Kanaoka, Tetrahedron, 41, 4995 (1985).
(d)P. H. Mazzochi and G. Fritz, J. Am. Chem. Soc., 108, 5362 (1986).
(e)P. H. Mazzochi, S. Minamikawa and P. Wilson, J. Org. Chem., 50, 2681 (1985).
184.A. Alder, N. Buchler and D. Bellus, Helv. Chim. Acta, 65, 2405 (1982).
185.(a) J. D. Coyle, P. A. Rapley, J. Kamphuis and H. J. T. Bos, J. Chem. Soc., Perkin Trans. 1, 2173 (1986).
(b)J. D. Coyle and P. A. Rapley, J. Chem. Soc., Perkin Trans. 1, 2273 (1986).
186.K. Oda, M. Machida and Y. Kanaoka, Synthesis, 768 (1986).
187.M. Machida, K. Oda and Y. Kanaoka, Chem. Pharm. Bull., 33, 3552 (1985).
188.(a) K. Oda, M. Machida, K. Aoe, Y. Nishikata, Y. Sato and Y. Kanaoka, Chem. Pharm. Bull., 34, 1411 (1986).
(b)M. Machida, K. Oda, E. Yoshida and Y. Kanaoka, Tetrahedron, 42, 4619 (1986).
189.J. D. Coyle and P. A. Rapley, J. Chem. Res. (S), 142 (1986).
15. Photochemistry of amines and amino compounds |
745 |
190.(a) R. F. Bayfield and E. R. Cole, Phosphorus and Sulfur, 1, 19 (1976).
(b)Y. Miura, H. Asada and M. Kinoshita, Bull. Chem. Soc. Jpn., 50, 1855 (1977).
(c)T. Anda, M. Nojima and N. Tokura, J. Chem. Soc., Perkin. Trans. 1, 2227 (1977).
191.D. H. R. Barton, T. Nakano and P. G. Sammes, J. Chem. Soc., (S), 322 (1968).
192.(a) J. Rokach and P. Hammel, J. Chem. Soc., Chem. Commun., 786 (1979).
(b)N. Kamigata, S. Hashimoto, S. Fujie and M. Kobayashi, J. Chem. Soc., Chem. Commun., 765 (1983).
(c)N. Kamigata, H. Iizuka and M. Kobayashi, Bull. Chem. Soc. Jpn., 59, 1601 (1986).
(d)N. Kamigata, H. Iizuka and M. Kobayashi, Heterocycles, 24, 919 (1986).
193.V. N. R. Pillai, Org. Photochem., 9, 225 (1987).
194.(a) T. Hamada, A. Nishida and O. Yonemitzu, J. Am. Chem. Soc., 108, 140 (1986).
(b)T. Hamada, A. Nishida, Y. Matsumoto and O. Yonemitzu, J. Am. Chem. Soc., 102, 3978 (1980).
(c)K. Oda, T. Ohnuma and Y. Ban, J. Org. Chem., 49, 953 (1984).
195.(a) J. Cossy and J. P. Pete, Tetrahedron, 37, 2287 (1981).
(b)J. C. Arnould, J. Cossy and J. P. Pete, Tetrahedron Lett., 3919 (1976).
(c)J. C. Arnould, J. Cossy and J. P. Pete, Tetrahedron, 36, 1585 (1980).
196.M. Lancaster and D. J. H. Smith, J. Chem. Soc., Chem. Commun., 471 (1980).
197.M. S. Ao and E. M. Burgess, J. Am. Chem. Soc., 93, 5298 (1971).
198.T. Durst and J. F. King, Can. J. Chem., 44, 1869 (1966).
199.C. V. Kumar, K. R. Gopidas, K. Bhattacharyya, P. K. Das and M. V. George, J. Org. Chem., 51, 1967 (1986).
200.(a) B. Weiss, H. Durr and H. J. Hass, Angew. Chem., Int. Ed. Engl., 19, 648 (1980).
(b)A. Chakrabarti, G. K. Biswas and D. P. Chakrabotry, Tetrahedron, 46, 5059 (1989).
201.M. R. Johnson, M. J. Fazio, L. D. Ward and L. R. Sousa, J. Org. Chem., 48, 494 (1983).
202.D. Birch, J. D. Coyle, R. R. Hill, G. E. Jeffs and D. Randall, J. Chem. Soc., Chem. Commun., 796 (1984).
203.D. Birch, J. D. Coyle, R. R. Hill and G. E. Jeffs, J. Chem. Soc., Chem. Commun., 293 (1986).
204.F. Moriya, K. Makino, N. Suzuki, S. Rokushika and H. Hatano, J. Am. Chem. Soc., 104, 830 (1982).
205.J. D. Coyle, R. R. Hill and G. E. Jeffs, Tetrahedron Lett., 28, 2529 (1987).
206.J. -Y. Liu and J. R. Bolton, J. Phys. Chem., 96, 1718 (1992).
207.S. L. Mecklenburg, B. M. Peck, J. R. Schoonover, D. G. McCafferty, C. G. Wall, B. W. Erickson and T. J. Meyer, J. Am. Chem. Soc., 115, 5479 (1993).