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1.
Chem Commun (Camb) ; 58(29): 4611-4614, 2022 Apr 07.
Artículo en Inglés | MEDLINE | ID: mdl-35315862

RESUMEN

A sustainable strategy for the alkylation of heterocycles is presented. The protocol relies on the in situ generation and further in-line use of alkyl zinc sulfinates through a continuous-flow system. The environmentally friendly character of the protocol is assured by the use of a green solvent mixture, the presence of a metal free oxidant and low waste generation.


Asunto(s)
Zinc , Alquilación , Solventes
2.
Chem Commun (Camb) ; 58(9): 1334-1337, 2022 Jan 27.
Artículo en Inglés | MEDLINE | ID: mdl-34985053

RESUMEN

Herein, a visible-light mediated strategy unlocking a family of cyclic ß-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3 + 2] photocycloaddition between coordinated α,ß-unsaturated acyl imidazoles and cyclopropylamine derivatives.

3.
Angew Chem Int Ed Engl ; 60(9): 4555-4560, 2021 02 23.
Artículo en Inglés | MEDLINE | ID: mdl-33180379

RESUMEN

Herein, a light-driven, atom-economical process that provides access to enantiomerically enriched substituted chiral 1-pyrroline derivatives is introduced. The strategy involves the distal functionalization of acyl heterocycles through a hydrogen-atom transfer (HAT) process and the use of tailor-made ketimines as reliable electrophilic partners. This transformation is translated into an enantiomerically controlled radical/polar cascade reaction in which water is produced as the sole by-product and stereoselectivity is dictated by coordination to a chiral-at-rhodium catalyst.

4.
Angew Chem Int Ed Engl ; 57(27): 8306-8309, 2018 07 02.
Artículo en Inglés | MEDLINE | ID: mdl-29744994

RESUMEN

Non-iodinated arenes can be easily and selectively converted into (diacetoxyiodo)arenes in a single step under mild conditions by using iodine triacetates as reagents. The oxidative step is decoupled from the synthesis of hypervalent iodine(III) reagents, which can now be prepared conveniently in a one-pot synthesis for subsequent reactions without prior purification. The chemistry of iodine triacetates was also expanded to heteroatom ligand exchanges to form novel inorganic hypervalent iodine compounds.

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