- FURTHER OBSERVATIONS ON THE LEWIS ACID-CATALYZED BENZYLIC HYDROPEROXIDE REARRANGEMENT: USE OF A BORON-TRIFLUORIDE/HYDROGEN PEROXIDE PREFORMED, AGED REAGENT
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A preformed, aged reagent derived from boron trifluoride etherate and 90percent hydrogen peroxide (2:1-4:1 complex) has been found to be a useful reagent for promoting the benzylic hydroperoxide rearrangement of readily oxidizable substrates bearing a free, basic amine.The use of this procedure for introduction of the C-4 phenol of the C-4/C-5 selectively-protected o-catechol unit found in PDE-I and PDE-II, naturally-occuring phosphodiesterase inhibitors constituting the central and right-hand segments of the antitumor-antibiotic CC-1065, is detailed.
- Boger, Dale L.,Coleman, Robert S.
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- Photo-induced rearrangement of 1-ethoxy-2-phenylindole
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Photoirradiation of 1-ethoxy-2-phenylindole in methanol afforded 3- and 6-ethoxy-2-phenylindoles. The structural determination of the latter is carried out by direct comparison of its spectral data with those of the authentic 4-, 5-, 6-, and 7-ethoxy-2-phenylindoles, whose syntheses are also included.
- Yamada, Koji,Somei, Masanori
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p. 2481 - 2484
(2007/10/03)
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- A SIMPLE SYNTHESIS OF 7-SUBSTITUTED 1-ACETYL-2,3-DIHYDROINDOLES
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7-Cyano-, 7-hydroxy-, 7-methoxycarbonyl-, 7-methyl-, 7-nitro-, and 7-phenyl-1-acetyl-2,3-dihydroindoles are prepared in two steps (or one pot) from 1-acetyl-2,3-dihydroindole.
- Somei, Masanori,Kawasaki, Toshiya,Ohta, Toshiharu
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p. 2363 - 2366
(2007/10/02)
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