31501-55-0

Upstream product

• 24672-84-2 6-acetyl-5-hydroxy-2,2-dimethylchromene 
• 100-52-7 benzaldehyde 
• 19825-40-2 2,4-Dihydroxy-3-C-prenylacetophenone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 100-42-5 styrene 
• 54287-99-9 5-hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 245759-83-5 2-methoxymethoxy-6',6'-dimethylpyrano[2',3':4,3]acetophenone 
• 525-25-7 β-tubaic acid 
• 885118-28-5 5-hydroxy-2,2-dimethyl-2H-chromene-6-carboxylic acid ethyl ester 

Downstream Products

• 55716-91-1 1-(5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl)-3-phenylpropan-1-one 

Relevant academic research and scientific papers

From Carbamate to Chalcone: Consecutive Anionic Fries Rearrangement, Anionic Si → C Alkyl Rearrangement, and Claisen-Schmidt Condensation

A highly efficient one-pot procedure was developed for the synthesis of various 2′-hydroxychalcones from phenyl diethylcarbamate, featuring consecutive Snieckus-Fries rearrangement, anionic Si a?' C alkyl rearrangement, and Claisen-Schmidt condensation in a single operation. The applicability of this protocol was demonstrated by the highly efficient synthesis of the anti-inflammatory natural product lonchocarpin. The mechanism insight is also provided.

Rhodium(III)-catalyzed dehydrogenative Heck reaction of salicylaldehydes

Your CHOice! An efficient RhIII-catalyzed dehydrogenative Heck reaction (DHR) of salicylaldehydes with different classes of olefins extends the oxidative Heck reaction to aldehyde C-H bonds. Several structural motifs similar to natural products and bioactive molecules such as aurones, flavones, 2'-hydroxychalcones, and flavanones could be efficiently produced. Initial mechanistic studies give insight into the reaction mechanism. Copyright

Rational design, synthesis, and pharmacological properties of pyranochalcone derivatives as potent anti-inflammatory agents

24 derivatives (5a-x) derived from natural pyranochalcones (I and II) were designed and evaluated for their inhibitory potency on the production of nitric oxide (NO) in LPS-stimulated RAW264.7 cells. Among them, four compounds (5b, 5d, 5f, and 5h) exhibit

A new route to the synthesis of pyranoflavone and pyranochalcone natural products and their derivatives

The total synthesis of biologically active pyranoflavone natural products 1 and 2 was carried out starting from 2H-pyran. The synthesis of pyranochalcone natural products, lonchocarpin (9) and 4-hydroxylonchocarpin (10), and their derivatives 30-32 is des

Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans

Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.