Heterocycles from amines

N-Heterocyclics from amines via azides N-Condensed heterocyclics... 

N,N -Disubst. formamidines and 1,3-heterocyclics from amines and 1,3,5-triazine... 

N-Heterocyclics from amines via azides N-Gondensed heterocyclics s. 11, 564 Dihydro- 1,3,5-oxadiazines from a-acylaminocarboxylic acid azides... 

A useful route to 2,1,3-benzothiadiazoles is the F -catalyzed cyclization of l-(4-X-C6F4)-3-trimethylsilyl-l, 3-diaza-2-thiallenes [90JFC(50)359]. Fluoride ion catalysis is also used in the formation of heterocycles from pentafluorobenzoyl and -phenoxy compounds (81BCJ3447). Pentafluoro-phenylcarbonimidoyl dichloride with primary amines gave guanidines,... 

New heterocyclic ketene aminals have been obtained in yields ranging from 60 to 94% [89] starting from ethyl lff-perimidine-2-acetate or acetonitrile and isocyanates (Scheme 8.63). 

International Agency for Research on Cancer (lARC) (1993). Toxins derived from Fusarium moniliforme Fumonisins Bi and Bz and Fusarin C. In "lARC Monographs on the Evaluation of the Carcinogenic Risks to Humans Some Naturally Occurring Substances Food Items and Constituents, Heterocyclic Aromaotic Amines and Mycotoxins," vol. 56, pp. 445 66. International Agency for Research on Cancer, Lyon, France. 

Sulfur-containing Heterocycles from the Reaction of Carbonyl Compounds with Sulfur, Ammonia or Amines F. Asinger, W. Leuchtenberger and H. Offermanns, Chem.-Ztg., 1974, 98, 610-615. 

Heterocyclic secondary amines, such as phenmetrazine or (—)-anabasine, a minor tobacco alkaloid, undergo metabolic attack at the amino groups to finally yield nitrones 37 and 38, respectively, when incubated with tissue preparations from various mammals90,91. 

R. D. Klassen, D. Lewis, B. P.-Y. Lau, and N. P. Sen, Heterocyclic aromatic amines in cooked hamburgers and chicken obtained from local fast food outlets in the Ottawa region, Food Res. Int., 2002, 35, 837-847. 

Synthesis of heterocycles from p,77-unsaturated amines and bifunctional reagents 91UK103. 

The heterocyclic hemi-aminal 44 was formed as a model for the synthesis of the marine alkaloids zoanthamine and zoanthenol and is derived from the cyclic imine formed by the reduction of an appropriated substituted azide <07H(72)213>. A pyrrolidine-fused azepine has been isolated from the venom of the ant Myrmicaria melanogaster and assigned as 45 based upon GC and FT-IR comparison with synthetic material <07JNP160>. The axially chiral doubly bridged biphenyl azepine 46 has been synthesised and used with oxone as an epoxidation catalyst in a biphasic system <070BC501>. 

In a similar way, the use of formic acid/ammonium formate was shown to be superior to the use of acetic acid/ammonium acetate in the RP HPLC-ESI MS/MS analysis of a number of heterocyclic aromatic amines [7]. It is clear from numerous other examples in the literature that HPLC resolution and MS sensitivity can be dramatically influenced by the correct selection of mobile phases, organic modifiers, and ion-pairing additives. 

---