Nucleophilic synthesis

Sulfonates react with a variety of nucleophiles. Synthesis of M A -bis(trifluoro-methyl)aminotnfluoromethanesulfonate and its reactions with nucleophiles were investigated [33] (equation 31) (Table 13). Nucleophilic attack occurs at either nitrogen or sulfur amines give complex mixtures [33]. Polyfluoroalkyl fluorosul-fates react with amines, alcohols, or alkoxides to yield polyfluoroalkyl sulfamates and dialkyl sulfates, respectively [34] (equation 32) (Table 13). In these reactions. 

Scheme 6.11 Typical nucleophilic synthesis of bisphenol A polysulfone.

Bisphenol-A benzoxazine reaction, under acidic conditions, 416-417 Bisphenol-A polyarylates, 77 synthesis of, 109-113 Bisphenol-A polysulfone, 327 nucleophilic synthesis of, 337 Bisphenolic monomer, 354 Biurets, 227... 

Nucleophilic displacement, PQ and PPQ synthesis by, 310-311 Nucleophilic substitution, 10, 282, 283 hyperbranched polyimides via, 308 Nucleophilic synthesis, of bisphenol-A polysulfone, 337... 

R. Tamara, A. Kamimara u. N. Ono, Displacement of Aliphatic Nitro Groups by Carbon and Heteroatom Nucleophiles, Synthesis 1991, 423. 

Tamura, R. Kamimura, A. Noboru, O. Displacement of aliphatic nitro groups by carbon and heteroatom nucleophiles. Synthesis 1991, 423-434. 

Vivona, N., Buscemi, S., Asta, S. and Caronna, T. (1997) Photoinduced molecular rearrangements. The photochemistry of 1,2,4-oxadiazoles in the presence of sulphur nucleophiles. Synthesis of 1,2,4-thiadiazoles. Tetrahedron, 53 (37), 12629-12636. 

Mu, Y.Q., and Gibbs, R.A. (1995). Coupling of isoprenoid triflates with organoboron nucleophiles synthesis of all-trans-geranylgeraniol. Tetrahedron Lett 36 5669-5672. 

Myers AG, Herzon SB (2003) Identification of a novel Michael acceptor group for the reversible addition of oxygen- and sulfur-based nucleophiles. Synthesis and reactivity of the 3-alkylidene-3H-indole 1-oxide function of Avrainvillamide. J Am Chem Soc 125 12080-12081... 

H. E. Simmons, R. D. Vest, S. A. Vladuchick, O. W. Webster, J. Oig. Chem. 1980,45, 5113-5121. Thiacyanocarbons. 5. Reactions of tetracyano-l,4-dithiin and tetracyanothiophene with nucleophiles Synthesis of tetracyanopyrrole and tetracyanocyclopentadiene salts. 

PROBLEM 7.34 Another nucleophilic synthesis of amines involves the reaction of simple amines with epoxides. Write a mechanism for the reaction below. 

The most used nucleophilic synthesis reaction to form fuUerenes is cyclopropanation. The original method was developed by Bingel, and it employs the generation of a carbon nucleophile starting from a-halo esters in the presence of a base (such as NaH), and the subsequent addition to After the addition of the anions of a-halo ester, an intramolecular substitution of the halide takes place with the intermediate fullerene anion, giving the corresponding methanofullerene derivative (Scheme 2.1e). Further modification of this method consist of preparing the a-halomalonate in situ. 

MeUor JM, Schofield SR, Korn SR (1997) Reactions of ketene dithioacetals with bis-nucleophiles synthesis of novel heterocyclic thiols. Tetrahedron 53 17163-17170... 

Samarai LI, Boiko VI, Gertsyuk MN (1990) Reaction of 1,1-dichloroisocyanates with nucleophiles. Synthesis of N-(l,l-dichloroalkyl)urethanes. J Org Chem USSR 26 745-758... 

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