2008
DOI: 10.1021/ja803139k
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One-Pot Synthesis of Highly Functionalized Pyridines via a Rhodium Carbenoid Induced Ring Expansion of Isoxazoles

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Cited by 198 publications
(56 citation statements)
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“…The MBPs 3a , 3b , 3c , 3d are stable compounds and were isolated practically unchanged after boiling in toluene for 6 h. Compounds 4a , 4b , 4c , 4d , however, could be exclusively obtained (72−80%) when the above reactions [( 1a , 1b , 1c , 1d ) + 2 ] were allowed to proceed in sodium methanolate solution containing a catalytic amount of 2,3‐dichloro‐5,6‐dicyanobenzoquinone (DDQ) .…”
Section: Resultsmentioning
confidence: 99%
“…The MBPs 3a , 3b , 3c , 3d are stable compounds and were isolated practically unchanged after boiling in toluene for 6 h. Compounds 4a , 4b , 4c , 4d , however, could be exclusively obtained (72−80%) when the above reactions [( 1a , 1b , 1c , 1d ) + 2 ] were allowed to proceed in sodium methanolate solution containing a catalytic amount of 2,3‐dichloro‐5,6‐dicyanobenzoquinone (DDQ) .…”
Section: Resultsmentioning
confidence: 99%
“…In the mid 1980′s, we began exploring intermolecular reactions of vinyldiazoacetates with dienes . Since then, a large number of synthetically useful transformations of these vinylcarbenes have been developed, such as cyclopropanation, tandem cyclopropanation/Cope rearrangement, C−H functionalization, combined C−H functionalization/Cope rearrangement and various elaborate cascade reactions . During the course of these early studies, we also discovered that rhodium vinylcarbenes unsubstituted at the vinyl terminus display electrophilic character at the vinylogous position in competition with the carbene site .…”
Section: Methodsmentioning
confidence: 99%
“…A variety of 3-carbonyl-containing pyridines could be prepared using this methodology in good yields. 719 …”
Section: Synthesis Of Six-membered Aromatic Heterocyclesmentioning
confidence: 99%