933672-30-1

Usage

InChI:InChI=1/C9H11IO2/c1-11-9(12-2)7-5-3-4-6-8(7)10/h3-6,9H,1-2H3

Upstream product

• 35849-09-3 o-bromobenzaldehyde dimethyl acetal 
• 6630-33-7 ortho-bromobenzaldehyde 
• 26260-02-6 2-iodobenzaldehyde 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 1055320-28-9 2-(N-(3-(2-formylphenyl)prop-2-ynyl)-N-tosylamino)acetonitrile 
• 1266340-83-3 C₁₄H₁₅NO₃ 
• 1266340-38-8 C₁₂H₉NO₂ 
• 1266340-57-1 2-tosyl-2,3-dihydro-1H-pyrazino[1,2-b]isoquinolin-4(6H)-one 
• 1266340-81-1 C₂₁H₂₂N₂O₄S 
• 1266340-82-2 C₁₂H₁₄O₃ 

Relevant academic research and scientific papers

Access to Wieland-Miescher Diketone-Derived Building Blocks by Stereoselective Construction of the C-9 Quaternary Carbon Center Using the Mukaiyama Aldol Reaction

The Mukaiyama aldol reaction has been used to efficiently install a lateral chain at the C-9 position of the Wieland-Miescher ketone derivative 3 within two steps, representing a shortcut compared to that of the classical sequences. The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.

Chemoselectivities in the platinum-catalyzed hydrative carbocyclizations of oxo-alkyne-nitrile functionalities

Two new hydrative carbocyclizations of oxa-alkyne-nitrile functionalities are reported to produce distinct nitrogen-containing heterocycles. Protracted heating of oxoalkynyl nitrile substrates with PtCl2/CO/H2O in hot 1,4-dioxane gave 2,3-dihydro-1H-pyrido[1.2-b]-isoquinolin-4(6H)-ones. In this hydration reaction, dicarbonyl nitrile intermediates were isolated efficiently after a brief period, and they were subjected to an NHC-based crossed benzoin coupling to give spiro alcohols that further reacted with TfOH to give spiro[indene-2,2′-piperidine]-1,6′(3H)-diones.