LAUSR

Regiodivergent Synthesis of 4,5'- and 4,4'-Imidazolinyl Spiropyrazolones from 4-Alkylidene Pyrazolones and Amidines.

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0 Published in 2021 at "Organic letters"

DOI: 10.1021/acs.orglett.1c01475

Abstract: The solvent-free reaction of 4-alkylidene pyrazolones with amidines can furnish 4,5'-imidazolinyl spiropyrazolones in good to excellent yields when promoted by N-iodosuccinimide under solvent-free ball-milling conditions, whereas it almost exclusively affords 4,4'-imidazolinyl spiropyrazolones if mediated by… read more here.

Keywords: imidazolinyl; regiodivergent synthesis; pyrazolones amidines; alkylidene pyrazolones ... See more keywords

Modular Regiodivergent Synthesis of Benzo-Fused Isocoumarins by a Cyclopropane Aromatization Strategy.

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1 Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c02535

Abstract: Reported herein is an electrophile-modulated aromatization reaction of highly functionalized cyclopropanes to structurally diverse benzoisocoumarins featuring concurrent formation of the benzenoid and α-pyrone rings under mild conditions. An aromatization reaction of the proposed benzonorcaradiene intermediates… read more here.

Keywords: aromatization; modular regiodivergent; regiodivergent synthesis; benzo fused ... See more keywords

Regiodivergent synthesis of pyrazino-indolines vs. triazocines via α-imino carbenes addition to imidazolidines†‡

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0 Published in 2020 at "Chemical Science"

DOI: 10.1039/d0sc05725h

Abstract: Hexahydropyrazinoindoles were prepared in a single step from N-sulfonyl triazoles and imidazolidines. Under dirhodium catalysis, α-imino carbenes were generated and formed nitrogen ylide intermediates that, after subsequent aminal opening, afforded the pyrazinoindoles predominantly via formal… read more here.

Keywords: pyrazino indolines; regiodivergent synthesis; imino; synthesis pyrazino ... See more keywords

Regiodivergent Synthesis of Oxadiazocines via Dirhodium-Catalyzed Reactivity of Oxazolidines and α-Imino Carbenes

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1 Published in 2023 at "Synlett"

DOI: 10.1055/a-2072-4537

Abstract: Using electron-rich or electron-poor N-substituted oxazolidines as substrates, selective formation of either ammonium or oxonium ylides is possible in the presence of α-imino carbenes. As such, treatment of 5-membered oxazolidine precursors with N-sulfonyl-1,2,3-triazoles under dirhodium… read more here.

Keywords: imino carbenes; reactivity; regiodivergent synthesis; synthesis oxadiazocines ... See more keywords