28987-86-2

Upstream product

• 60593-26-2 (1-nitroethyl)-phosphonic acid diethyl ester 
• 104-55-2 3-phenyl-propenal 
• 79-24-3 Nitroethane 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 10521-97-8 5-phenyl-pent-3-en-2-one 
• 1402405-59-7 (E)-1,2,3,4,5-pentafluoro-6-(1-nitro-4-phenylbut-3-en-2-yl)benzene 
• 3042-21-5 2-methyl-5-phenyl-1H-pyrrole 
• 1397266-43-1 (E,3S,4R)-4-nitro-1-phenylpent-1-en-3-yl ethanethioate 
• 877-94-1 phenyl-5 pentene-4 one-2 

Relevant academic research and scientific papers

Substituted pyrrole synthesis from nitrodienes

Though the Cadogan-Sundberg approach has been employed to synthesize a variety of indole and carbazole derivatives from nitroarenes, surprisingly, very little is reported for making pyrroles using the same approach from non-arene nitrodienes. Herein, we report a general method to synthesize substituted pyrroles, in one step with modest yields, from nitrodienes using triphenylphosphine in the presence of an Mo catalyst, bis(acetylaceto)dioxomolybdenum (VI). To shed light on the mechanism of this reaction, we performed DFT calculations using uB3LYP/6-31+G(d) basis set and observed that the reaction favors a path through a nitrene intermediate.

A New Method for the Preparation of Conjugated Nitro Olefins

Condensation of 1-nitroalkanephosphonates with carbonyl compounds affords a new and facile method for the preparation of conjugated nitro olefins.