1439384-40-3

Upstream product

• 70128-12-0 2-amino-3,5-dimethyl-benzaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 
• 14438-32-5 3,5-dimethylanthranilic acid 

Downstream Products

• 1448809-02-6 2-(iodomethylene)-5,7-dimethyl-1-tosylindolin-3-one 
• 1448531-87-0 1-(3,5-dimethyl-2-(tosylamino)phenyl)prop-2-yn-1-ol 
• 1448531-95-0 5,7-dimethyl-1-tosyl-1H-indole-2-carbaldehyde 
• 1439383-91-1 7,9-dimethyl-1-tosyl-1H-benzo[b]azepin-3(2H)-one 
• 1439384-24-3 N-(2-formyl-4,6-dimethylphenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide 

Relevant academic research and scientific papers

Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide- mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol

A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2- carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn- 1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yiel

1-(2′-Anilinyl)prop-2-yn-1-ol rearrangement for oxindole synthesis

A synthetic method that relies on NIS (N-iodosuccinimide)-mediated cycloisomerization reactions of 1-(2′-anilinyl)prop-2-yn-1-ols to gem-3-(diiodomethyl)indolin-2-ones and 2-(iodomethylene)indolin-3-ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3- and 2-oxindole products, respectively. In the case of the latter, the transformation features an unprecedented double 1,2-OH and 1,2-alkyl migration relay. Density functional theory (DFT) calculations based on proposed iodoaminocyclization species provide insight into this unique divergence in product selectivity. Copyright