Benzofused lactams, especially indolin‐2‐one and dihydroquinolin‐2‐one are popular structural motives in durgs and natural products. Herein, we developed a room temperature and robust synthesis of benzofused lactams through cobalt(III)‐catalyzed C(
Lewis Acid‐Catalyzed Formal [3+3] Annulation of Propargylic Alcohols with 4‐Hydroxy‐2 H ‐chromen‐2‐ones
A Lewis acid‐catalyzed formal [3+3] cascade annulation strategy for the formation of diverse tricyclic compounds possessing functionalized pyrano[3,2‐c]chromen‐5(2
- PAR ID:
- 10067015
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Advanced Synthesis & Catalysis
- Volume:
- 360
- Issue:
- 15
- ISSN:
- 1615-4150
- Page Range / eLocation ID:
- p. 2796-2800
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
More Like this
-
more » « less
Abstract sp 2)−H amidation. In this protocol, in‐situ formation of Cp*Co(III)(ligand) catalyst from Cp*Co(CO)I2and ligand simplify the synthetic effort of cobalt complexes. Simple and readily synthesized 1,4,2‐dioxazol‐5‐ones underwent room temperature intramolecular C−H amidation and afforded a wide variety of functionalized benzofused lactams in up to 86% yield. The scalability of the reaction is also be demonstrated.magnified image -
more » « less
Abstract With sunlight or blue LEDs irradiation, regioselective decarboxylative alkylation of various non‐aromatic heterocycles has been realized via C(
sp 3)‐centered radical C(sp 2)−C(sp 3) bond formation under oxidant‐free conditions at room temperature. This reaction readily incorporates various functional alkyl groups into heterocyclic compounds without observation of any alkyl radical rearrangement and represents a mild and general tool for the preparation of valuable alkyl group‐functionalized heterocyclic compounds.magnified image -
more » « less
Abstract A Rh(II)/Au(I) catalyzed carbene cascade approach for the stereoselective synthesis of diverse spirocarbocycles is described. The cascade reaction involves a rhodium carbene initiated
sp 2C−H functionalization followed by a gold catalyzed Conia‐ene cyclization. The cascade reaction accommodates a variety of aryl substituents as well as ring sizes and proceeds with high diastereoselectivity providing access to diverse spirocarbocycles.magnified image -
more » « less
Abstract An atom‐economic approach for the synthesis of
N ‐(2‐acetoxyalkyl)isoquinolones from oxazolines and alkynes through rhodium(III)‐catalyzed auto‐tandem reactions involving C−H bond functionalization/C−N bond formation/ring opening/nucleophilic substitution is described. This protocol features high regioselectivity, tolerance of various functional groups, and retention of absolute configuration of chirality. Exploration of the reaction mechanism reveals that Cu(OAc)2not only acts as the oxidant, but also provides acetate to promote the reaction in this process.magnified image -
more » « less
Abstract Aiming at the enhanced catalytic activity of fluoro‐λ3‐iodane generated from iodoarene precatalyst with Selectfluor and HF⋅pyridine, this study focused on the λ3‐iodanes bearing coordinating substituents. Compared to 4‐iodoanisole as a precatalyst of our previous method,
N ‐methyl‐2‐iodobenzamide or 2‐iodobenzamide worked well in the fluorocyclization ofN ‐propargyl carboxamides to oxazoles. Control experiments suggest the equilibrium mixture of iodane‐amine complexes and cyclic iodane fluorides would be involved in the present catalysis.magnified image
