By Katritzky A.R., et al. (eds.)
Content material: v. 1. 3-membered heterocycles, including all fused structures containing a 3-membered heterocyclic ring / quantity editor, Albert Padwa -- v. 2. 4-membered heterocycles including all fused platforms containing a 4-membered heterocyclic ring / quantity editor, Christian Stevens -- v. three. 5-membered jewelry with one heteroatom including their benzo and different carbocyclic-fused derivatives / quantity editors, Gurnos Jones, Christopher A. Ramsden -- v. four. 5-membered earrings with heteroatoms, every one with their fused carbocyclic derivatives / quantity editor, John Joule -- v. five. 5-membered earrings: triazoles, oxadiazoles, thiadiazoles and their fused carbocyclic derivatives / quantity editor, Viktor V. Zhdankin -- v. 6. different 5-membered jewelry with 3 or extra heteroatoms, and their fused carbocyclic derivatives / quantity editor, Viktor V. Zhdankin -- v. 7. 6-membered earrings with one heteroatom, and their fused carbocyclic derivatives / quantity editor, David StC. Black -- v. eight. 6-membered earrings with heteroatoms, and their fused carbocyclic derivatives / quantity editor, R. Alan Aitken -- v. nine. 6-membered jewelry with 3 or extra heteroatoms, and their fused carbocyclic derivatives / quantity editor, Kenneth Turnbull -- v. 10. Ring platforms with at the least fused heterocyclic 5- or 6-membered jewelry without bridgehead heteroatom / quantity editor, Ray C.F. Jones -- v. eleven. Bicyclic 5-5 and 5-6 fused ring structures with no less than one bridgehead (ring junction) N / quantity editor, Janine Cossy -- v. 12. 5- and 6-membered fused structures with bridgehead (ring junction) heteroatoms concluded: 6-6 bicyclic with one or N or different heteroatoms; polycyclic; spirocyclic / quantity editor, Keith Jones -- v. thirteen. 7-membered heterocyclic earrings and their fused derivatives / quantity editor, George R. Newkome -- v. 14. 8-membered and bigger heterocyclic earrings and their fused derivatives, different 7-membered earrings / quantity editor, George R. Newkome -- v. 15. Cumulative topic index
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Additional resources for Compr. Heterocyclic Chem. III Vol. 8 Six-membered Rings with Two Heteroatoms
In this case Pb(ClO4)2 is used as ˜ described the a template-forming agent. The size of the macrocycle depends on the ratio of reagents used. Ravina synthesis of the oxime of 5-formyl-6-phenylpyridazin-3(2H)-one via reaction with hydroxylamine hydrochloride in pyridine. The oxime functional group is interesting as it can be transformed into a cyano group via reaction with Ac2O. This transformation to 5-cyano-6-phenylpyridazin-3(2H)-one can also be performed in one step using hydroxylamine hydrochloride in formic acid <1999JHC985>.
The enantiomer (S)-127 is obtained by the use of (R)-proline in a similar efficiency and through the same reaction sequence. A few other methods for the synthesis of piperazic acid have been published <1996T1047, 2003JOC6899, 2004JOC2367, 2005TL555>. Herbert presented a synthesis of [U-15N]-(S)-piperazic acid <1998JLR859>. (3S,5S)-5-Hydroxypiperazic acid (3S,5S)-128 has been prepared from D-mannitol in a multistep synthesis <1998TL7163>. Protected versions of (3R,5R)-5-hydroxypiperazic acid (3R,5R)-128 have been synthesized enantioselectively in two novel ways by Depew.
5-Azido-4-chloro- and 5-azido-4-bromo-2-methylpyridazin-3(2H)-one, obtained via nucleophilic substitution with sodium azide in methanol on the corresponding 4,5dihalopyridazin-3(2H)-one, could be reduced to 5-amino-2-methylpyridazin-3(2H)-one at room temperature using Pd/C in ethanol and a balloon of hydrogen gas. In a similar way 5-azido-2-(1,1-dibromo-2-oxopropyl)-4-chloropyridazin-3(2H)-one could be prepared from 2-(1,1-dibromo-2-oxopropyl)-4,5-dichloropyridazin-3(2H)-one. For the reduction of the azide group and the dehalogenation of this substrate again Pd/C and H2 were used.