N-iminopyridinium ylides

Krueger CA, Kuntz KW, Dzierba CD, Wirschun WG, Gleason JD, Snapper ML, Hoveyda AH (1999) J Am Chem Soc 121 4284 Legault CY, Charette AB (2005) Catalytic asymmetric hydrogenation of N-iminopyridinium ylides expedient approach to enantioenriched substituted... 

Table 10.17 Charette s enantioselective hydrogenation of N iminopyridinium ylides 6...

Pyridinium and quinolinium ylides undergo many of the reactions associated with N-oxides. N-Iminopyridinium ylides, for example, are readily converted into IH-l, 2-diazepines, whereas until recently AMminoquinolinium ylides and analogous isoquinolinium ylides had given only 2-aminoquinolines and 1-amino-isoquinolines, respectively. Irradiation of the iV-iminoquinolinium ylide dimers... 

Another important example of a resist based on radiation-induced polarity change employs the photochemical transformation of N-iminopyridinium ylides (XXII) to 1,2-diazepines (XXIII) as the basis of a negative non-chemically amplified resist (Scheme 6.14). ... 

Scheme 6.14 Photochemical transformation of N-iminopyridinium ylides. 6.3.4.S Diazo resists...

Palladium-catalyzed Arylation of Pyridine N-Oxides and N-Iminopyridinium Ylides. Tri-tert-butylphosphine has been used in the palladium-catalyzed C-arylation of pyridine 7/-oxides and derivatives. Using palladium acetate as the catalyst, tri-tert-butylphosphine as the ligand, and 3-bromopyridine as the electrophile, the C-H arylation of pyridine tV-oxide was accomplished, yielding the 2-arylated compound as the major product and the 2,6-diarylated pyridine as a minor product (eq 24). ... 

---