Chemoenzymatic Synthesis of O‐Containing Heterocycles from α‐Diazo Esters
Sign Up to like & getrecommendations! Published in 2019 at "ChemCatChem"
DOI: 10.1002/cctc.201901602
Abstract: The synergy of biocatalysis and transition metal catalysis is rapidly moving forward, providing increasingly effective workflows in chemical synthesis. Here we present a facile way to prepare synthetically challenging O‐containing heterocycles bearing disubstituted stereogenic centers… read more here.
Keywords: heterocycles diazo; synthesis containing; diazo esters; chemoenzymatic synthesis ... See more keywords
Oxime Ether Synthesis through O-H Functionalization of Oximes with Diazo Esters under Blue LED Irradiation.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02555
Abstract: A green and sustainable oxime ether formation method via the visible-light-promoted O-H functionalization of oximes with diazo esters is described. The reaction occurs under very mild conditions (catalyst- and additive-free) with a high yield and… read more here.
Keywords: functionalization oximes; oxime ether; diazo esters; ether synthesis ... See more keywords
Indium-Catalyzed Formal Carbon-Halogen Bond Insertion: Synthesis of α-Halo-α,α-disubstituted Esters from Benzylic Halides and Diazo Esters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00343
Abstract: One-carbon-unit insertion into carbon-halogen (C-X) bonds accompanied by the formation of a new C-X bond and carbon-chain elongation is a powerful synthetic method of complex organohalides. Herein, we developed an indium trihalide catalyzed formal insertion… read more here.
Keywords: carbon; catalyzed formal; insertion; carbon halogen ... See more keywords
Gold-Catalyzed Bicyclic Annulations of N-(o-Alkynylphenyl)imines with α-Diazo Esters to Form 5,6-Dihydroindolo[2,1-a]isoquinolines.
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DOI: 10.1021/acs.orglett.2c00450
Abstract: One-pot synthesis of 5,6-dihydroindolo[2,1-a]isoquinolines from gold-catalyzed annulations between N-(o-alkynylphenyl)imines and α-diazo esters is described. This cascade reaction involves an initial attack of the diazo ester at the imine to form cis-aziridine, followed by stereoselective [3… read more here.
Keywords: dihydroindolo isoquinolines; imines diazo; alkynylphenyl imines; annulations alkynylphenyl ... See more keywords
Copper-catalyzed 1,1-arylalkylation of terminal alkynes with diazo esters and organoboronic acids.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c9cc07461a
Abstract: A novel copper-catalyzed 1,1-arylalkylation of terminal alkynes with diazo esters and organoboronic acids is described. With this methodology, (E)-β-aryl-β,γ-unsaturated esters can be easily constructed in good to excellent yields directly from readily available and inexpensive… read more here.
Keywords: arylalkylation terminal; diazo esters; terminal alkynes; alkynes diazo ... See more keywords
A switch to vinylogous reactivity of vinyl diazo esters for the C-H allylation of benzamides by merging cobalt and photoredox catalysis.
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DOI: 10.1039/d2cc05332b
Abstract: Herein, a de novo vinylogous reactivity of vinyl diazo esters in the C-H bond allylation of benzamides has been developed by coalescing cobalt and photoredox catalysis via C-H activation/allyl carbene migratory insertion. A close relationship… read more here.
Keywords: diazo esters; reactivity; cobalt; vinyl diazo ... See more keywords
Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
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DOI: 10.1039/d3ra02407e
Abstract: Herein we report an N–H functionalization of O-substituted hydroxamic acid with diazo esters under blue LED irradiation conditions. The present transformations could be performed efficiently under mild conditions without use of catalyst, additive and N2… read more here.
Keywords: substituted hydroxamic; acid diazo; functionalization substituted; diazo esters ... See more keywords