34609-83-1Relevant academic research and scientific papers
A Simple and Broadly Applicable C?N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
Ma, Xiaofeng,Farndon, Joshua J.,Young, Tom A.,Fey, Natalie,Bower, John F.
supporting information, p. 14531 - 14535 (2017/10/18)
A C?N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C?N bond formations, with the latter effecting the key dearomatization step. Using t
Mechanistic dichotomy with alkynes in the formal hydrohydrazination/Fischer indolization tandem reaction catalyzed by a Ph3PAuNTf 2/pTSA binary system
Patil, Nitin T.,Konala, Ashok
supporting information; experimental part, p. 6831 - 6839 (2011/03/18)
An efficient method involving a formal hydrohydrazination/Fischer indolization tandem reaction to synthesize 2,3-disubstituted indoles from alkynes and arylhydrazines has been developed. The approach uses a Ph 3PAuNTf2/pTSA·H2O binary catalytic system in which a very low catalyst loading of Ph3PAuNTf2 (2 mol-%) is required. The reaction time is very short and, most importantly, the reaction is not sensitive to moisture. The mechanism of these reactions has been investigated and the results led us to propose an interesting mechanistic dichotomy. When alkynes have OH/COOH groups in the tether, hydroalkoxylation/ hydrocarboxylation occurred to generate exocyclic enol ethers/lactones that reacted with hydrazines to produce indoles. In cases where the alkynes lack OH/COOH groups, hydration occurs to generate ketones that react with arylhydrazines to give the desired indoles. A method for the synthesis of 2,3-disubstituted indoles from alkynes and arylhydrazines is reported that utilizes a Ph3PAuNTf2/pTSA·H2O binary catalytic system. Mechanistic aspects including an alkyne-dependant dichotomy is also discussed. Copyright
1-indolyalkyl-4-(alkoxypyrimidinyl)piperazines
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, (2008/06/13)
Certain 1-indolylalkyl-4-(alkoxypyrimidinyl)piperazines of Formula I are useful antidepressant agents. The STR1 substituents R1, R2 and R5 are hydrogen or lower alkyl; R3 and R4 are hydrogen, alkyl, alkoxy, alkythio, carboxamido, halo, or trifluoromethyl; R6 is alkoxy; and n is the integer 2 or 3.
