By Alan R. Katritzky (ed.)
Meant for natural chemists, this quantity follows the structure of earlier volumes and gives up to date details on chosen parts of heterocyclic chemistry.
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Additional info for Advances in Heterocyclic Chemistry, Vol. 34
68 69 70 71 72 72 72 72 73 73 13 74 74 76 76 78 1. Introduction As was pointed out in the preceding chapter,’ pyrazoles are known in two nonaromatic forms (the 3H- and 4H-pyrazoles, Scheme 1) in addition to the more familiar aromatic 1H form. The 3H-pyrazoles, which may be considered as cyclic vinylazo compounds, have been discussed in reference 1; the 4H-pyrazoles, which are cyclic azines, are the subject of this review.
OAc 46 [Sec. B MICHAEL P. SAMMES AND ALAN R. KATRITZKY 2. Rearrangements with Retention of Nitrogen a. Valence Isomerization. O]pent~ ' ~reac~~~@ 2-enes (166) via a 4 7 ~disrotatory electrocyclic ring c I o s ~ r e . ' ~ The tion has been observed only for fully alkyl-substituted pyrazoles; systems having R' and/or R2 # alkyl give only cyclopropenes 167. It is remarkably solvent-dependent, giving exclusively 166 in methanol and dichloromethane, but increasing amounts of 167 also, as solvent polarity d e c r e a ~ e s .
Structure . . . . . . . . 1 . Tautomerism . . . . . . 2 . Dipole Moments . . . . . . B . Spectroscopic Properties . . . . . 1 . Ultraviolet Spectra . . . . . . 2 . Infrared Spectra . . . . . . 3 . 'H-NMR Spectra . . . . . . 4 . I3C-NMR Spectra . . . . . . 5 . Mass Spectra . . . . . . . 6. Photoelectron Spectra . . . . . IV . Chemical Reactions . . . . . . . A . Thermal Reactions Formally Involving No Other Species 53 . . . . . .
Advances in Heterocyclic Chemistry, Vol. 34 by Alan R. Katritzky (ed.)