Rhodium(III) Iodide Catalyzed Carboamination of Alkynes through C–N Bond Activation

Abstract

Herein, we report a RhI3 catalyzed intramolecular carboamination reaction to access multi-substituted indoles. The protocol features broad substrate scope (>20 examples), great functional group compatibility as well as low catalyst loading (5 mol% Rh). Good to excellent yields (up to 98% yield) were obtained. An unprecedented C-N bond cleavage mode via 6-membered transition state sigma bond metathesis mechanism was proposed based on control experiments. A series of C3-allylated indole derivatives were accessed, which proved to be an alternative catalyst system to synthesize multi-substituted indoles.

Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C–H Bonds Using Iridium Catalysis

“…This reaction was adapted from reported procedures. 21 To a 25-mL flame-dried Schlenk tube charged with crude 2a (0.20 mmol) and THF (1 mL) was added H 2 N-NMM (115.0 mg, 0.30 mmol) and t-BuOK (67.2 mg, 0.6 mmol) at r.t. The resulting mixture was stirred at 100 °C for 12 h. After the conclusion of the amination and cooling to r.t., Boc 2 O (65.4 mg, 0.30 mmol) was added.…”

Graphitisches Kohlenstoffnitrid als Photokatalysator für die decarboxylative C(sp2)−C(sp3) Kupplung mittels Nickelkatalyse

“…Die Autoren haben folgende zusätzliche Referenzen in den unterstützenden Informationen zitiert [11,42,47–73] …”