Catalyst-free and atom-economical 1,3-dipolar cycloaddition of C,N-cyclic azomethine imines: Facile synthesis of isoquinoline-fused spirocycles

Advances in the green synthesis and agrichemical applications of oxathiapiprolin derivatives

“…In order to find new compounds with low resistance factor for P. capsici , structural modification was carried out in 2020 by modifying the pyrazole ring ( Wang et al, 2020 ; Wang Y. et al, 2022 ; Li et al, 2022 ) of oxathiapiprolin ( Li et al, 2020 ), with most of the oxathiapiprolin skeleton remained unchanged. Compound 3a possessed a low resistance factor for P. capsici and can be used as the lead compound for new fungicide development ( Figure 2B ).…”

Engineering a norcoclaurine synthase for one-step synthesis of (S)-1-aryl-tetrahydroisoquinolines

“…A number of enzymes catalysing the P–S reaction have been identified, of which norcoclaurine synthase (NCS) is among the most well-studied (Wang et al 2018 ; Yamazaki et al 2003 ; Yang et al 2020 ). NCS catalyses the conversion of dopamine and 4-hydroxyphenylacetaldehyde (4-HPAA) to ( S )-norcoclaurine, the fundamental compound in biosynthesis of benzylisoquinoline alkaloids (BIAs), and a precursor for the synthesis of more than 2500 BIAs (Dickey et al 2021 ; Lee and Facchini 2010 ; Li et al 2022 ; Minami et al 2007 ; Tang et al 2020 ). Among characterised NCSs, Tf NCS isolated from Thalictrum flavum is one of the most widely-studied enzymes (Bonamore et al 2010 ; Luk et al 2007 ; Pasquo et al 2008 ; Roddan et al 2019 ; Samanani and Facchini 2002 ).…”

Catalyst-free and oxidant-free tandem aza-Mannich/cyclization/aromatization of C,N-cyclic azomethine imines with enamides: facile synthesis of 5,6-dihydropyrazolo[5,1-a]isoquinolines

“…The assembly of N -fused heterocycles is an important field of research and represents a subject of longstanding interest due to their prevalence in natural products, pharmaceutically important compounds, and functional materials. 1 Among these, pyrazolo[5,1- a ]isoquinolines and 5,6-dihydropyrazolo[5,1- a ]isoquinolines are attractive targets since their unique tricyclic frameworks are present in diverse biologically active compounds, 2 including Aurora A inhibitor I , phosphodiesterase 10A inhibitor II , CB1 cannabinoid receptor antagonist III , dopamine D4 receptor antagonist IV , anti-proliferative compound V , and anti-tumor compounds VI and VII (Fig. 1).…”