373365-57-2

Upstream product

• 1117-96-0 Diazoethan 
• 205251-15-6 (Z)-2-n-butyl-3-[(R)-p-tolylsulfinyl]propenonitrile 
• 693-02-7 hex-1-yne 
• 61783-64-0 (+)-(S)-1-hexynyl p-tolyl sulfoxide 
• 98147-48-9 2-isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinate 

Downstream Products

• 827342-47-2 (1S,2R,3S)-1-n-butyl-2-methyl-3-[p-tolylsulfonyl]cyclopropanecarbonitrile 
• 827342-41-6 (3S,4S,5S)-3-n-butyl-5-methyl-4-[p-tolylsulfonyl]-4,5-dihydro-3H-pyrazole-3-carbonitrile 

Relevant academic research and scientific papers

(Z)-3-p-tolylsulfinylacrylonitriles as chiral dipolarophiles: Reactions with diazoalkanes

(figure presented) The dipolarophilic reactivity of enantiopure (Z)-3-p-tolylsulfinylacrylonitriles (1) has been evaluated with diazoalkanes. 3-Cyanopyrazoles are obtained when R = H, but with R = alkyl (Bn, n-Bu, and t-Bu) only one cycloadduct (4 or 5) is formed in high yield under mild conditions, therefore evidencing a complete control of the regioselectivity and the endolexo and π-facial selectivities. These reactions are a new straightforward entry to the synthesis of pyrazolines and related structures and reveal the excellent dipolarophilic features of (Z)-sulfinylacrylonitriles.