112768-02-2

Upstream product

• 86209-36-1 2-(5-Chloro-2-nitro-benzylidene)-malonic acid 
• 25056-29-5 neopentyl ethanesulfonate 
• 100-00-5 4-chlorobenzonitrile 
• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 90537-20-5 5-chloro-3-methyl-2-indolinone 
• 19358-40-8 6-chloro-1,2,3,4-tetrahydroquinolin-2-one 
• 17422-32-1 5-chloro-1H-indole 
• 1335126-66-3 (R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate 

Relevant academic research and scientific papers

Synthesis of functionalized helical BN-benzo[c] phenanthrenes

A novel parent BN-benzo[c]phenanthrene, with helical chirality and remarkable structural features, has been easily obtained in three steps with a global yield of 55%. Moreover, Cl-substituted derivatives have been prepared and these have served as useful starting materials for the development of palladium-catalyzed cross-coupling reactions.

Alkylation of Nitropyridines via Vicarious Nucleophilic Substitution

Electrophilic nitropyridines react with sulfonyl-stabilized carbanions to give products of C-H alkylation via vicarious nucleophilic substitution. The process consists of formation of the Meisenheimer-type adduct followed by base-induced β-elimination of the sulfinic acid (e.g., PhSO2H). Mechanistic studies reveal that in the latter step alkyl substituent and adjacent nitro group tend to planarize for effective stabilization of benzyl anion, and thus, adduct of hindered isopropyl carbanion remains stable toward elimination for steric reasons.

Synthesis of Coumarins by Nucleophilic Denitrocyclization Reaction

2-propanedioic acids(2a-c) were denitrocyclized to coumarins (3a-c) by heating in quinoline in the presence of copper powder. 2-(4-Methoxiphenyl)-3-(2-nitrophenyl)-(Z)-2-propenoic acids (6a,b,d,e) were also similarly denitrocycli