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Synlett 2014; 25(5): 608-614
DOI: 10.1055/s-0033-1340549
DOI: 10.1055/s-0033-1340549
synpacts
Employing Arynes in Transition-Metal-Free, N-Heterocycle- Initiated Multicomponent Reactions
Further Information
Publication History
Received: 06 November 2013
Accepted after revision: 03 December 2013
Publication Date:
14 January 2014 (online)
Abstract
Transition-metal-free multicomponent reactions involving arynes, N-heterocycles, and various carbonyl compounds have been reported. With (iso)quinoline as the nucleophile and carbonyl compounds, such as aldehydes, ketones, and N-substituted isatins as electrophiles, the reaction afforded oxazino (iso)quinoline derivatives and the reaction proceeded via 1,4-dipolar intermediates. Interestingly, when the nucleophilic trigger used is pyridine, the reaction furnished indolin-2-one derivatives, and it is probable that the reaction proceeds via a pyridylidene intermediate.
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For recent reviews on aryne chemistry, see:
See also:
For a recent review, see:
For selected recent reports, see:
For selected recent reports, see: