By Alan R. Katritzky
Meant for natural chemists, this quantity follows the layout of past volumes and offers up to date details on chosen parts of heterocyclic chemistry.
Read Online or Download Advances in Heterocyclic Chemistry, Vol. 39 PDF
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Additional resources for Advances in Heterocyclic Chemistry, Vol. 39
Iu M. Rautio and K. Vuon, Acta Chem. , Ser. B B34,llO (1980). K. E. Wilzbach and D. J. Rausch, J. Am. Chem. 92,2178 (1970). 51 REDUCTION OF NITROGEN HETEROCYCLES Sec. H] merization was observed, hexahydropyrazine (301) was isolated. ls6 NaBH, * Me Mea: Me H LiAIH, H. 15s & \“\R‘ R LiAIH, THF (304) R = H, M e , P h ; R’ = H, Ph. N,R: @N, H (0s) (305) (XiRl (307) ls5 Is6 Is* D. J. Bell, I. R. Brown, R. Cocks, R. F. Evans, G. A. Macfarlane, K. N. Mewett, and A. V. Robertson, Aust. J. Chem. 32, 1281 (1979).
NaBH, (176) 2. With Aluminum Hydrides As with the milder borohydride, isoquinolines are reduced to 1,2-dihydro derivatives 185 with LAH and subsequently to the tetrahydroisoquinoline 177. I. ISOQUINOLINIUM SALTS 1. With Borohydride Isoquinolinium salts (186) are readily reduced with NBH to the 1,2-dihydro- (187) or I ,2,3,4-tetrahydroisoquinolines(188). KEAY [Sec. 1 the 1 position and subsequent reduction of the enamine system is determined by the nature and position of ring substituents. Generally, tetrahydro adducts are formed.
Haddadin, H. N. Alkaysi, and S . E. Saheb, Tetrahedron 26, 11 15 (1970). J. Figueras, J. Chem. 31,803 (1966). 169 J. Streith and B. Willig, Bull. Chim. , 2847 (1973). T. Tsuchiya and V. Snieckus, Can. J. Chem. 53,5 19 (1975). 167 Sec. M] R 55 REDUCTION OF NITROGEN HETEROCYCLES a b C d e H 3-Me 5-Me 4,6 -di- Me 3,7-di -Me L. 1,4-DIAZEPINES Most of the work on the 1,4-diazepines has been directed toward the reduction of 0x0 derivatives and other functionalities. 1 7 1 ~ 1 7 2 M. Iy5-BENZODIAZEPINES 6,7-Benzo-1,2,4,5-tetrahydro-l,5-diazepines (333) may be obtained by the NBH reduction of the benzo-l,5-diazepinium chloride precursors 332.