Synthesis of meta-(Indol-3-yl)phenols from Indoles and Cyclohexenone via Palladium(II)-Catalyzed Oxidative Heck Reaction and Dehydrogenative Aromatization in a One-Step Sequence.
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DOI: 10.1021/acs.orglett.1c02679
Abstract: Facile construction of a meta-(indol-3-yl)phenol framework with a wide substrate scope (a total of 25 compounds) via a palladium(II)-catalyzed oxidative Heck reaction and dehydrogenative aromatization in a one-step sequence is reported. This methodology affords a… read more here.
Keywords: meta indol; via palladium; palladium catalyzed; oxidative heck ... See more keywords
Synthesis of Noraugustamine and Development of an Oxidative Heck/Aza-Wacker Cascade Cyclization.
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DOI: 10.1021/acs.orglett.2c00948
Abstract: Radical and transition metal-catalyzed cascade cyclization strategies were investigated with respect to the synthesis of the tetracyclic core of the augustamine-type Amaryllidaceae alkaloids. These studies resulted in the synthesis of noraugustamine and the development of… read more here.
Keywords: development oxidative; cascade cyclization; oxidative heck; noraugustamine development ... See more keywords
Pd(II)-Catalyzed Enantioselective Desymmetrization of Polycyclic Cyclohexenediones: Conjugate Addition versus Oxidative Heck.
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DOI: 10.1021/acs.orglett.9b03293
Abstract: Pd(II)-catalyzed desymmetrization of polycyclic cyclohexenediones has been achieved with high enantio- and diastereoselectivities. Up to five contiguous stereocenters are desymmetrized, while simultaneously, an additional stereocenter is created by the enantioselective conjugate addition. Surprisingly, the conjugate… read more here.
Keywords: addition; conjugate addition; oxidative heck; desymmetrization polycyclic ... See more keywords
Desymmetrization of Prochiral Cyclopentenes Enabled by Enantioselective Palladium-Catalyzed Oxidative Heck Reaction.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b04357
Abstract: In the presence of a catalytic amount of Pd(TFA)2 and a chiral Pyox ligand under oxygen atmosphere, oxidative Heck reaction between arylboronic acids and 4-substituted or 4,4-disubstituted cyclopent-1-enes afforded the chiral arylated products with concurrent… read more here.
Keywords: heck reaction; oxidative heck; prochiral cyclopentenes; desymmetrization prochiral ... See more keywords
Conjugated Microporous Polymer as Heterogeneous Ligand for Highly Selective Oxidative Heck Reaction.
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DOI: 10.1021/jacs.7b00643
Abstract: A series of pyridine-type ligands containing C≡C bonds were designed and synthesized for selective oxidative Heck reaction. These ligands were utilized as functional units and integrated into the skeleton of conjugated microporous polymers. 6,6'-diiodo-2,2'-bipyridine and… read more here.
Keywords: ligand; heck reaction; oxidative heck; selective oxidative ... See more keywords
Expedient delivery of quinolinone drugs via a traceless N-nitroso enabled oxidative Heck/amidation cascade.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc05514g
Abstract: The exploration of green C-H oxidation for the rapid construction of functional molecules, remains a permanent goal in synthetic chemistry. Herein, a traceless N-nitroso enabled oxidative Heck and amidation cascade was realized, leading to quinolinones… read more here.
Keywords: oxidative heck; heck amidation; amidation cascade; nitroso enabled ... See more keywords