By Alan R. Katritzky (ed.)
Written by way of verified experts within the box, the great stories mix descriptive chemistry and mechanistic perception and yield an knowing of ways the chemistry drives the homes. quantity ninety four of Advances in Heterocyclic Chemistry commences with a evaluate of cascade reactions on heterocyclic synthesis. The bankruptcy provides a desirable array of advanced sequences which supply effective routes to a large choice of heterocyclic platforms. the second one bankruptcy is the 12th within the sequence at the natural chemistry of heterocyclic ligands in metal complexes. the current contribution offers with the chemistry of polypyridine ligands in organomanganese and organorhenium complexes. Its present significance might be measured by way of the truth that, of the approximately seven-hundred references, nearly part date from the final 10 years. instruction of aminoisoxazoles and their application within the synthesis of condensed platforms also are lined. within the ultimate bankruptcy, isothiazolium salts and their use in synthesis are reviewed. Many condensed S,N-heterocyclic structures are defined during this, the 1st evaluate devoted to this topic.
* up to date leads to the topic which keeps to realize significance and expand
* Makes on hand to graduate scholars and study employees in educational and business laboratories the newest reports on good selection of heterocyclic topics
* The sequence types a really sizeable database overlaying extensive components of heterocyclic chemistry
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Additional resources for Advances in Heterocyclic Chemistry, Vol. 94
K. BUR AND A. PADWA 50 ( ) [Sec. B ( )n BnNH2 n I Et3N EtOH, ∆ CO2Et CO2Et N Bn 373a n = 1 373b n = 2 374a n = 1 374b n = 2 (H2N)2C=S EtOH ∆ ( ) 1) aq. KOH, ∆ n H2N S NH2•I ( )n 2) H3O+ CO2H S CO2Et 379a n = 1 379b n = 2 380a n = 1 380b n = 2 R CO2Et R N Bn ( )n CO2Et H I H N N Bn 375a n = 1 375b n = 2 CO2Et CO2Et Bn 376a R, R = Me 376b R, R = –(CH2)5– BnNH2 Et3N EtOH 78 °C 377 N Bn Bn 378 CO2Me I BnNH2 Et3N EtOH 78 °C CO2Et H + N Bn H H 382 H 384 CO2Et CO2Et H 381 H N 383 CO2Et H N Bn CO2Et H + N Bn H H 385 Scheme 71 386 Sec.
The formation of tetracyclic 357 is interesting because this compound incorporates both the tetrahydropyrrolo[2,3-b]indole structure, which is found in physostigmine and related alkaloids, and the tetrahydroimidazo[1,2-a] indole skeleton, which is present in asperlicin and related natural products. V. 1,4-Additions A. MICHAEL ADDITION-INITIATED SEQUENCES Dihydropyridine derivatives can be formed from a cascade sequence wherein conjugate addition of enaminoesters occur with a,b-unsaturated carbonyl compounds Sec.
B O SPh ( )n O ( )n ZnI2 O SPh BF3•2AcOH N ( )n O N OTBS NH OMe 316 315 318 317 O ( ) O ( )n SPh n NH 319 Bn N ZnI2 O N O SPh Bn N BF3 • 2AcOH ( ) n Bn N N 316 320 321 Scheme 59 a-Thiophenylamides were also employed as precursors for the formation of N-acyliminium ions, which were then used as intermediates for subsequent cyclization chemistry. For example, treatment of amido sulfoxide 315 with silylketene acetal 316 in the presence of ZnI2 gave lactam 317 in excellent yield (490%, Scheme 59) (00T10159, 98TL8585).