Electrophilic reactions synthesis

Reaction with Halogen Electrophiles. The synthesis of l-haloa2iridines, which are prone to explosion, has been carried out using hypohahtes (290,291). l-Chloroa2iridine [10165-13-6] produced in this way reacts with l-Hthiated ethyleneimine to give l,l -dia2iridine [4388-03-8]. Perchloryla2iridine [112405-46-6] has been prepared by reaction of ethyleneimine with dichlorine heptoxide at —20° C (292). 

The earliest reported reference describing the synthesis of phenylene sulfide stmctures is that of Friedel and Crafts in 1888 (6). The electrophilic reactions studied were based on reactions of benzene and various sulfur sources. These electrophilic substitution reactions were characterized by low yields (50—80%) of rather poorly characterized products by the standards of 1990s. Products contained many by-products, such as thianthrene. Results of self-condensation of thiophenol, catalyzed by aluminum chloride and sulfuric acid (7), were analogous to those of Friedel and Crafts. 

Benzofurazan, 7-chloro-4-nitro-, 6, 394 as fluorigenic agents, 6, 410, 426 Benzofurazan, 4-chloro-7-sulfo-ammonium salt properties, 6, 426 Benzofurazan, 4-nitro-synthesis, 6, 408 Benzofurazans, 6, 393-426 Beckmann fragmentation, 6, 412 biological activity, 6, 425 bond angles, 6, 396 bond lengths, 6, 396 diazo coupling, 6, 409 dipole moments, 6, 400 electrochemical reduction, 5, 73 electrophilic reactions, 6, 409-410 ESR spectroscopy, 6, 400... 

Heteroannulenes electrophilic reactions, 7, 726 tr-excessive synthesis, 7, 727 nucleophilic reactions, 7, 727 Hetero[l IJannulenes structure, 7, 715 Hetero[ 12]annulenes pyridine-like methano-bridged, 7, 715 Hetero[ 13]annulenes unrestricted structure, 7, 716... 

Naphtho[l, 2-c]furazans electrophilic reactions, 6, 410 synthesis, 6, 418 Naphtho[l, 2-c]furoxans eleetrophilic reactions, 6, 410 3-Naphthoic acid, 2-hydroxy-l-(2-thiazolylazo)-analytical uses, 6, 328 Naphtho[ 1,2-h]imidazoles oxidation, 5, 405... 

Oxazolium hydroxide, anhydro-5-hydroxy-aromaticity, 6, 184 cycloaddition reactions, 6, 209 dimerization, 6, 207 1,3-dipolar cycloaddition reactions with alkynes, 6, 210 electrophilic reactions, 6, 207 mesoionic reactions, 6, 188 reactions, 6, 206-211 synthesis, 6, 225-227... 

Phenoxazine-1,9-dicarboxylie acid, 2-amino-4,6-dimethyI-3-oxo-occurrence, 3, 1037 Phenoxazines arylation, 3, 1011 electrophilic reactions, 3, 1012 nitration, 3, 1012 nomenclature, 3, 996 oxidation, 3, 1010 reactions, 3, 1011 structure, 2, 4, 7-8 3, 1010 synthesis, 3, 1033... 

Pyrimidin-5-amine, 4-methylamino-synthesis, 3, 121 Pyrimidin-5-amine, 4-oxo-purfne synthesis from, 5, 582 Pyrimidinamines acylation, 3, 85 alkylation, 3, 86 basic pXa, 3, 60-61 diazotization, 3, 85 Dimroth rearrangement, 3, 86 electrophilic reactions, 3, 68 Frankland-Kolbe synthesis, 3, 116 hydrolysis, 3, 84 IR spectra, 3, 64 N NMR, 3, 64 nitration, 3, 69 Principal Synthesis, 3, 129 reactivity, 3, 84-88 structure, 3, 67 synthesis, 3, 129 Pyrimidin-2-amines alkylation, 3, 61, 86 basic pK , 3, 60 diazotization, 3, 85 hydrogenation, 3, 75 hydrolysis, 3, 84 mass spectra, 3, 66 Pyrimidin-4-amines acidity, S, 310 alkylation, 3, 61, 86 basic pXa, 3, 61 Schifi base, 3, 85 synthesis, 3, 110, 114 1,3,5-triazines from, 3, 518 Pyrimidin-5-amines basic pXj, 3, 61 hydrogenation, 3, 75 reactions... 

Pyrimidine-4(3H)-thione, 6-methoxy-5-nitro-reduction, 3, 88 Pyrimidinethiones acidic pK, 3, 60 S-acylation, 3, 95 N-alkylated synthesis, 3, 139 aminolysis, 3, 94 desulfurization, 3, 93 electrophilic reactions, 3, 69 hydrolysis, 3, 94 oxidation, 3, 94, 138 pyrimidinone synthesis from, 3, 133 reactions... 

Thieno[2,3-d]pyrimidine, 2-(2-thienyl)-electrophilic reactions, 4, 1020 nucleophilic reactions, 4, 1020 Thieno[2,3-d]pyrimidine, 4-thioxo-synthesis, 4, 1017... 

Arenes, on complexdQon with Cr, Fe, Mn, and so forth, acquire strongly electrophilic character, such complexes m reactions with nucleophiles behave as electrophilic tutroarenes. Synthesis of aromatic tutnles via the temporary complexanon of rutroarenes to the catiotuc cyclopentadienyhron moiety, cyarude addition, and oxidative demetalation v/ith DDQ has been reported fEq. 9.43 ... 

The aziridines are the nitrogen analogs of the epoxides and undergo similar electrophilic reactions. No biological data were obtained for these compounds nor were they used as precursors to any CA-4, 7, analogs. They have been included since the synthesis is noteworthy, and they could be interesting intermediates. Xu et al. stereoselectively aziridinated chalcones using the nitrene precursor (PhINTS) and a copper catalyst to form compound 141 (Scheme 36) [82],... 

The discovery of carbene and carbenoid additions to olefins was the major breakthrough that initiated the tapping of this structural resource for synthetic purposes. Even so, designed applications of cyclopropane chemistry in total syntheses remain limited. Most revolve around electrophilic type reactions such as acid induced ring opening or solvolysis of cyclopropyl carbinyl alcohol derivatives. One notable application apart from these electrophilic reactions is the excellent synthesis of allenes from dibromocyclopropanes 2). 

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