Synthesis and reactivity of a novel class of long-lived ammonium ylides: Derivatives of benzo[b]pyrrolo[2,1-f][1.6]naphthyridine

(Chemical Equation Presented) Reaction of 10-cyanotetrahydrobenzo[b][1,6] naphthyridines (1-6) with activated alkynes affords stable benzo[b]pyrrolo[2,1- f][1,6]naphthyridine-4-ium ylides (7-14) in moderate yields. A proposed mechanism for their formation consists of a new tandem multistage process. © 2008 American Chemical Society.

Authors
Voskressensky L.G. 1 , Vorobiev I.V. 1 , Borisova T.N. 1 , Varlamov A.V. 1
Journal
Journal of Organic Chemistry
Number of issue
12
Language
English
Pages
4596-4601
Status
Published
Link
External link
DOI
10.1021/JO8003698
Volume
73
Year
2008
Organizations
  • 1 Organic Chemistry Department, Russian Peoples Friendship University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Keywords
Acetylene; Ammonium compounds; Chemical activation; Chemical reactions; Chemical reactivity; Hydrocarbons; Microfluidics; Activated alkynes; American Chemical Society (ACS); Ammonium ylides; Chemical equations; Multistage process (MSP); Naphthyridine; Reactivity (Chemical); Synthesis (of chiral ionic liquids); Synthesis (chemical); alkyne derivative; ammonium derivative; benzo[b]pyrrolo[2,1 f][1.6]naphthyridine derivative; naphthyridine derivative; pyrrole derivative; article; carbon nuclear magnetic resonance; crystal structure; molecular stability; proton nuclear magnetic resonance; quantum yield; reaction analysis; synthesis; X ray diffraction
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