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everdevil

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we have developed a Rh(III) catalyzed oxidative isoquinolone synthesis using a transient 5-membered rhodacycle accessed from ortho C - H/N - H activation.
We found that heterocycles are well tolerated in the reaction allowing access to a number of unique molecular scaffolds. Additionally, unsymmetrical alkynes are tolerated in high yield and high regioselective with high functional group tolerance. The mechanism of the reaction was probed to find that C - H activation is the turnover-limiting step. A series of competition experiments shed light on this mech-anism, suggesting alkyne insertion is largely governed by steric factors and alkyne coordination plays a central role in product selectivity.


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