Michael F Greaney
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Explore the profile of Michael F Greaney including associated specialties, affiliations and a list of published articles.
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Recent Articles
1.
Sephton T, Large J, Natrajan L, Butterworth S, Greaney M
Angew Chem Int Ed Engl
. 2024 May;
63(35):e202407979.
PMID: 38818676
Radical ipso-substitution offers an alternative to organometallic approaches for biaryl synthesis, but usually requires stoichiometric reagents such as tributyltin hydride. Here, we demonstrate that visible light photoredox catalysis can be...
2.
Liu Z, Greaney M
Chem Commun (Camb)
. 2024 May;
60(49):6296-6299.
PMID: 38814122
Intermolecular aminoarylation of alkynes is described, addition of diarylanilines to alkynes and Smiles-Truce rearrangement. The transformation manipulates the C-N bond of anilines directly, with no requirement for organometallic reagents or...
3.
Das A, Myers D, Ganesh V, Greaney M
Org Lett
. 2024 Mar;
26(13):2612-2616.
PMID: 38512156
We describe a transition metal-free approach to hindered 3-amino-2-aryl phenols through a cascade nucleophilic addition / Smiles-Truce rearrangement of a functionalized Kobayashi aryne precursor. Under anionic conditions, secondary alkyl amines...
4.
Wu T, Tatton M, Greaney M
Angew Chem Weinheim Bergstr Ger
. 2024 Mar;
134(15):e202117524.
PMID: 38504766
Umpolung N-heterocyclic carbene (NHC) catalysis of non-aldehyde substrates offers new pathways for C-C bond formation, but has proven challenging to develop in terms of viable substrate classes. Here, we demonstrate...
5.
Wang H, Greaney M
Angew Chem Int Ed Engl
. 2023 Nov;
63(8):e202315418.
PMID: 37985419
An arylation protocol for pyridines is described, via the ring-opened Zincke intermediate. Treatment of pyridines with triflic anhydride and a secondary amine produces an azahexatriene species, which undergoes regioselective Pd-catalyzed...
6.
Sephton T, Charitou A, Trujillo C, Large J, Butterworth S, Greaney M
Angew Chem Int Ed Engl
. 2023 Oct;
62(49):e202310583.
PMID: 37850515
Anilines are potentially high-value arylating agents, but are limited by the low reactivity of the strong C-N bond. We show that the reactive intermediate benzyne can be used to both...
7.
Sephton T, Large J, Butterworth S, Greaney M
Org Lett
. 2023 Sep;
25(36):6736-6740.
PMID: 37668613
Arylsulfonamides have been found to react with cyclopropane diesters under simple base treatment to give α-arylated pyrrolidinones. This one-pot process comprises three steps: nucleophilic ring-opening of the cyclopropane, reaction of...
8.
Swaby C, Taylor A, Greaney M
J Org Chem
. 2023 Aug;
88(17):12821-12825.
PMID: 37589318
The use of catalysis methods to enable Smiles rearrangement opens up new substrate classes for arylation under mild conditions. Here, we describe an N-heterocyclic carbene (NHC) catalysis system that accesses...
9.
Wu T, Tatton M, Greaney M
Angew Chem Int Ed Engl
. 2022 Feb;
61(15):e202117524.
PMID: 35103381
Umpolung N-heterocyclic carbene (NHC) catalysis of non-aldehyde substrates offers new pathways for C-C bond formation, but has proven challenging to develop in terms of viable substrate classes. Here, we demonstrate...
10.
Sephton T, Large J, Butterworth S, Greaney M
Org Lett
. 2022 Jan;
24(5):1132-1135.
PMID: 35094513
Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that...