One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[<i>b</i>]quinolines

Zhang, Wensheng; Wang, Zheng; Zuo, Guoqiang; Li, Xiaole; Zhang, Xiaofeng; Zhang, Wei

doi:10.1039/d2nj04082d

Cited by 3 publications

(2 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Section: Resultsmentioning

confidence: 99%

“…The aza-Wittig cyclization-based synthesis of polycyclic quinolines is covered in this section. Shown in Scheme 13 are two pathways for the synthesis of cyclohexane-fused quinolines 55 (ee up to 98%) and 57 involving Knoevenage/aza-Wittig/dehydration reactions and Mannich/aza-Wittig/deamination sequences, respectively [115,116]. Other than aza-Wittig cyclization for the construction of quinolines, Zhang and coworkers reported cascade denitrogenation/aza-Diels-Alder/dehydrative aromatization reactions for the synthesis of pyrrolidine-2,5-dione-fused quinolines using 2-azidobenzaldehydes 1 and N-substituted maleimides 81 as the starting materials (Scheme 17) [79].…”

Section: Synthesis Of Polycyclic Quinolinesmentioning

confidence: 99%

See 1 more Smart Citation

2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives

Zhang,

Liu,

Qiu

et al. 2024

Molecules

Self Cite

View full text Add to dashboard Cite

Quinoline is a privileged heterocyclic ring which can be found in many drug molecules and bioactive compounds. The development of synthetic methods for making quinoline derivatives continuously attracts the interest of organic and medicinal chemists. This paper highlights 2-azidobenzaldehyde-based [4+2] annulation for the synthesis of quinoline derivatives including fused and spiro-quinolines, quinoline-4-ols, 4-aminoquinolines, and related compounds.

show abstract

Section: Resultsmentioning

confidence: 99%