Compr. Heterocyclic Chem. III Vol. 8 Six-membered Rings with by Katritzky A.R., et al. (eds.)

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, each one with their fused carbocyclic derivatives / quantity editor, John Joule -- v. five. 5-membered jewelry: triazoles, oxadiazoles, thiadiazoles and their fused carbocyclic derivatives / quantity editor, Viktor V. Zhdankin -- v. 6. different 5-membered earrings 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 structures with at the least fused heterocyclic 5- or 6-membered earrings without bridgehead heteroatom / quantity editor, Ray C.F. Jones -- v. eleven. Bicyclic 5-5 and 5-6 fused ring structures with at the least one bridgehead (ring junction) N / quantity editor, Janine Cossy -- v. 12. 5- and 6-membered fused platforms 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 jewelry 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

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The electron-rich dienophiles ethoxyacetylene and N,N-diethylprop-1-yn-1-amine and the strained cyclooctyne react selectively with the electrondeficient diazadiene side to yield interestingly substituted 1,6-methano[10]anulenes 90. Benzyne, however, reacts selectively with the cyclohexadiene side to yield a pentacyclic pyridazine derivative 91 (Scheme 19) <1996LA773>. 2 1,3-Dipolar cycloaddition reactions In CHEC-II(1996) <1996CHEC-II(6)1> several examples of cycloaddition reactions of 1,3-dipoles to the 1,3dipolarophilic 4,5-double bond of pyridazin-3(2H)-ones have been discussed.

The reaction starts with a 1,3-dipolar cycloaddition of the aryne to the pyridazine N-oxide, followed by a rearrangement of the cycloaddition product and the expulsion of N2 resulting in the formation of ring fused oxepines 104 (Scheme 22). 6. 31 32 Pyridazines and their Benzo Derivatives Scheme 20 Scheme 21 Scheme 22 Pyridazines and their Benzo Derivatives Mangalagiu studied the regioselectivity of the 1,3-dipolar cycloaddition of several pyridazinium methylides 105 to ethyl acrylate, ethyl propiolate, and acrylonitrile.

Another type of reaction typical for azides is the transformation to nitrenes. Thermolysis of tetrazolo[1,5-b]pyridazines 10–20  C above their melting point yields nitrenes, via the corresponding 3-azidopyridazines, that undergo ring contraction to pyrazole-1-carbonitrile <2000TL2699>. 1 Reactions with electrophiles O-Alkylation of hydroxypyridazin-3(2H)-ones appeared in CHEC-II(1996) <1996CHEC-II(6)1>. Although no substituent is present in the 6-position of 2-substituted 4-halo-5-hydroxypyridazin-3(2H)-ones, selective alkylation with a N-substituted 2-chlorocarboxamide occurred at oxygen.

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