859954-23-7

Upstream product

• 32493-32-6 methyl (2-ethyl)propionylacetate 
• 62-53-3 aniline 
• 83-34-1 3-Methylindole 
• 123-62-6 propionic acid anhydride 
• 928-49-4 hex-3-yne 
• 1337978-30-9 C₆H₁₃BO₂ 
• 28230-32-2 3-hydroxy-3,4-dihydrobenzotriazine-4-one 
• 100-63-0 phenylhydrazine 

Downstream Products

• 771-50-6 1H-indole-3-carboxylic acid 

Relevant academic research and scientific papers

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.

Sulfated Zirconia: An Efficient and Reusable Heterogeneous Catalyst in the Friedel–Crafts Acylation Reaction of 3-Methylindole

Abstract: An efficient process for the Friedel–Crafts acylation of 3-methylindole with acid anhydrides in the presence of sulfated zirconia was developed. This catalyst shows excellent catalytic activity with good conversion and selectivity towards formation of the products of 2-acylation (3-methyl-1H-indol-2-yl)ketones. Other advantages related to this process are the simple work-up procedure and smaller production of chemical waste. The catalyst was easily recycled and reused with a minimal loss in activity through three reaction cycles. The catalyst was characterized by FT-IR spectroscopy, X-Ray diffraction and superficial acidity. Graphical Abstract: [Figure not available: see fulltext.].

Minimal complementary hydrogen-bonded double helices

Molecular strands incorporating three hydrogen bond donor (D) or acceptor (A) heterocycles form highly stable double helical complexes through a complementary AAA-DDD array structure.