N reduction

Tatsumi K, Kitamura S, Narai N. Reductive metabolism of aromatic nitro compounds including carcinogens by rabbit liver preparations. Cancer Res 1986 46(3) 1089-1093. 

Venkitasubramanian, P., Daniels, L. and Rosazza, J.P.N., Reduction of carboxylic acids by Nocardia aldehyde oxidoreductase requires a phosphopantetheinylated enzyme. J. Biol. Chem., 2007, 282, 478 85. 

Taira, S., Ono, M., and Matsumoto, N., Reduction of persimmon astringency by complex formation between pectin and tannins. Postharvest Biol Technol 12, 265, 1998. 

Fig. 7. Divergent syntheses from a PFS-derivatized linker. (1) Substituted phenol, potassium carbonate, DMF (m) Suzuki reaction (n) reduction (o) amine displacement.

Cheng IF, Muftikian R, Fernando Q, Korte N. Reduction of nitrate to ammonia by zero-valent iron. Chemosphere 1997 35 2689-2695. 

Next the cycloadduct is reduced completely with LiAlH4 so that both the N-O and C=N bonds are cleaved. This step is very stereoselective so the C—N reduction probably precedes the N-O cleavage and the hydride has to attack from the outside (top) face of the molecule. These considerations are explored more thoroughly in Chapter 33. 

J. L. Chiara and A. Garcia, Control of diastereoselectivity in C=0/C=N reductive cyclization using an intramolecularly tethered hydrazone, Synlett, 17 (2005) 2607-2610. 

Reductive N-N cleavage of derivatives 28a and 28b gave the open-chain bis-carbamates 29a and 29b (Scheme 6) <1998AGE2242>. Another example of N-N reductive cleavage is observed in diazocines 30 (R = H, Me), which were converted into the z M-diaminodicarboxylic acid 31 (R = H) or ester (R = Me) by hydrogenolysis with Pt02 in 2N HC1 (Scheme 6) <1998CPB674>. 

The synthesis of 2 -methylspiro[cyclohexane-l,3 -indole] chromium tricarbonyl 1179 was carried out by treatment of 3/7-indole 1178 with chromium hexacarbonyl in THF/dioxane (1 5), under rigorous dryness, argon atmosphere and sunlight coverture, in a Strohmeier-type system, in good yield (Scheme 227) <1996JOM(522)231>. Solvent mixture was very important for the complex formation, and when Bu"20/THF (9 1) was used, a brown oil was obtained which contained the free 3/7-indole 1178 and the C=N reduction product, while complex 1179 was not detected. 

Chen, Y. Zhu, S.-M. Chen, H.-Y., Study on the electrochemical behaviors of artemisinin (qinghaosu) and its derivatives n. Reduction mechanism of artemisinin in the presence of hemin. Huaxue Xuebao, 1998, 56 925-929. 

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