28094-77-1

Upstream product

• 1712-70-5 1-chloro-4-(1-methylethenyl)-benzene 
• 81187-86-2 ethyl 3-(4-chlorophenyl)-2-butenoate 
• 1168107-54-7 diethyl 2-(2-(4-chlorophenyl)propan-2-yl)malonate 
• 1989-25-9 4-chlorocumyl alcohol 

Downstream Products

• 54628-90-9 6-amino-1-(4'-aminophenyl)-1,3,3-trimethylindane 

Relevant academic research and scientific papers

Samarium triflate-catalyzed dimerization of vinylarenes

We report the preparation of substituted indanes and their dimeric isomers via the samarium triflate-mediated [Sm(OTf)3, 10 mol%] self-dimerization of vinylarenes in MeNO2 at 25 oC for 10 h. The diverse products were obtained in moderate to high yields. The synthesis involves a (3+2) annulation via the formation of carbon-carbon bonds. Plausible mechanisms are proposed and discussed. The investigation of various rare metal triflates catalyst loadings, reaction conditions, and substrate scope led to an operationally easy one-pot Friedel-Crafts reaction protocol.

Selective reaction of benzyl alcohols with HI gas: Iodination, reduction, and indane ring formations

Reactions of benzyl alcohols with HI in solvent-free conditions were examined. Three types of reactions (iodination, reduction, and ring formation) occurred depending on the degree of crowding around the benzyl position and the benzylic stabilization of substrates. Results also showed that the ring formation to give indanes proceeded efficiently when HI was used, and that compounds with electron-rich aromatic rings gave indane derivatives in good yields.

Metal-Free Domino One-Pot Decarboxylative Cyclization of Cinnamic Acid Esters: Synthesis of Functionalized Indanes

Trifluoroacetic acid promoted unprecedented domino reaction for the synthesis of diverse indanes starting from simple cinnamic acid esters is described. Their formation can be explained via acid triggered decarboxylation of cinnamic acid esters and subsequent inter/intramolecular cyclization. Overall process involves in the intramolecular cleavage of two σ-bonds (C-O and C-C) and inter/intramolecular construction of two/one C-C σ-bond(s). Significantly, this protocol was successful without the aid of any metal salts.

Acid-promoted SN1/E1 fragmentation/dimerization of 2-cumylmalonates

Several diethyl 2-cumylmalonates underwent fragmentation and dimerization in PPA at elevated temperatures to give 1,1,3-trimethyl-3-arylindanes in good yields. The same products were obtained from 2-cumylmalonic acid, ethyl 2-cumylcyanoacetate, and 2-cumy

An efficient and selective hydroarylation of styrenes with electron-rich arenes, catalyzed by bismuth(III) chloride and affording Markovnikov adducts

In the presence of BiCl3, the hydroarylation of styrenes with electron-rich arenes afforded Markovnikov adducts selectively in good to high yields. Under arene-free conditions, the intermolecular hydroarylation of α-substituted styrenes and subsequent intramolecular hydroarylation produced the cyclic dimers of α-substituted styrenes in good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.