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
A novel copper(II) trifluoromethanesulfonate‐catalyzed intermolecular cascade annulation strategy for the construction of a great variety of pentacyclic compounds possessing valuable carbazole fragments was developed employing propargylic alcohols and (
- PAR ID:
- 10076933
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Advanced Synthesis & Catalysis
- Volume:
- 360
- Issue:
- 22
- ISSN:
- 1615-4150
- Page Range / eLocation ID:
- p. 4441-4445
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
More Like this
-
Abstract 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 -
Abstract 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
H )‐one fragments has been developed using propargylic alcohols and 4‐hydroxy‐2H ‐chromen‐2‐ones as the substrates. The protocol provides a one‐step, environmentally benign method of accessing a broad range of pyrano[3,2‐c]chromen‐5(2H )‐one derivatives in excellent yields under mild conditions and with good functional‐group tolerance. The method is effective on the gram scale, which highlights the inherent practicality of this synthetic transformation.magnified image -
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 -
Abstract The direct arylation of weakly acidic
sp 3‐hybridized C–H bondsvia deprotonated cross‐coupling processes (DCCP) is a challenge. Herein, a palladium(NIXANTPHOS)‐based catalyst for the monoarylation of 4‐pyridylmethyl 2‐aryl ethers to generate diarylated 4‐pyridyl methyl ethers is introduced. Furthermore, under similar conditions, the diarylation of 4‐pyridyl methyl ethers with aryl bromides has been developed. These methods enable the synthesis of new pyridine derivatives, which are common in medicinally active compounds and have applications in materials science.magnified image -
Abstract The direct formation of aryl C−O bonds via the intramolecular dehydrogenative coupling of a C−H bond and a pendant alcohol represents a powerful synthetic transformation. Herein, we report a method for intramolecular arene C−H etherification via an umpoled alcohol cyclization mediated by an I(III)
N ‐HVI reagent. This approach provides access to functionalized chromane scaffolds from primary, secondary and tertiary alcohols via a cascade cyclization‐iodonium salt formation, the latter providing a versatile functional handle for downstream derivatization. Computational studies support initial formation of an umpoled O‐intermediate via I(III) ligand exchange, followed by competitive direct and spirocyclization/1,2‐shift pathways.magnified image