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Direct Access to 9-Chloro-1-benzo[]furo[3,4-]azepin-1-ones via Palladium(II)-Catalyzed Intramolecular -Oxypalladation/Olefin Insertion/sp-C-H Bond Activation Cascade.

著者 Karuppasamy M , Vachan BS , Vinoth P , Muthukrishnan I , Nagarajan S , Ielo L , Pace V , Banik S , Maheswari CU , Sridharan V
Org Lett.2019 Jul 16 ; ():.
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An efficient Pd(II)-catalyzed cascade approach was established for the synthesis of 9-chloro-1-benzo[]furo[3,4-]azepin-1-ones starting from -propargyl arylamines having a pendant α,β-unsaturated ester scaffold. The mechanism of this sequential process involved intramolecular -oxypalladation followed by olefin insertion and sp-C-Cl bond formation reactions. This high atom- and step-economical cascade sequence generated two heterocycle rings and three new bonds in a single synthetic operation.
PMID: 31310552 [PubMed - as supplied by publisher]
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