1,2-Difunctionalizations of alkynes entailing concomitant C–C and C–N bond-forming carboamination reactions

Nanda, Santosh Kumar; Mallik, Rosy

doi:10.1039/d1ra06633a

Cited by 10 publications

(2 citation statements)

References 95 publications

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“…Previously, we have described various literature assessments on the transition metal and metal-free functionalization of alkynes involving C-C and C-N bond-forming reactions. [19][20][21] In this review, we aim to present different conceptual approaches on the transition metal-catalysed functionalization of alkynes involving C-and C-O bond formation. Further, we present detailed insights into the mechanism of different transformations.…”

Section: Subhra Sriharsa Beheramentioning

confidence: 99%

Transition metal catalysed cascade C–C and C–O bond forming events of alkynes

Barik,

Behera,

Nayak

et al. 2024

Org. Biomol. Chem.

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Section: Subhra Sriharsa Beheramentioning

confidence: 99%

Transition metal catalysed cascade C–C and C–O bond forming events of alkynes

Barik,

Behera,

Nayak

et al. 2024

Org. Biomol. Chem.

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“…The functionalization reactions of alkynes are always significant research topic in chemical research. [20][21][22][23][24][25] Combining the dearomatization of electron rich aromatic compounds with functionalization transformations of alkynes provides a completely novel avenue for dearomative vinylation of electron rich aromatic compounds.…”

Section: Introductionmentioning

confidence: 99%

Transition Metal‐Catalyzed Dearomative Vinylation of Electron Rich Benzenes, Naphthalenes and Indoles with Alkynes

et al. 2023

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Dearomatization reactions are among the most efficient chemical processes, combining atom economy, stereospecificity and the ability to generate molecular complexity in a single step. Dearomative vinylation reactions provide a synthetic connection between readily available, simple aromatic starting materials and more unsaturated alkynes. The last decade has witnessed a steady increase in the development of transition metal-catalyzed dearomative vinylation methods of electron rich aromatic compounds with alkynes, providing new synthetic approaches to high-value building blocks and natural products. This review aims to serve as a comprehensive reference for work in transition metal-catalyzed dearomative vinylation reactions of electron rich aromatic compounds with alkynes.

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Enamine Synthesis via Regiocontrolled 6‐endo‐dig and 5‐exo‐dig Tethered Carboamination of Propargylic Alcohols

Solé‐Àvila,

Puriņš,

Eichenberger

et al. 2024

Angewandte Chemie

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Enamines are versatile building blocks for the synthesis of biologically active compounds. Nevertheless, only a limited number of strategies have been reported for preparing trisubstituted enamines in a regio‐ and stereoselective manner. Herein, we report a regiocontrolled 6‐endo and 5‐exo tethered carboamination of propargylic alcohols for the synthesis of trisubstituted enamines. High regioselectivity was achieved through fine‐tuning of the amine protecting group during the Pd‐catalyzed carboamination. The introduced trifluoromethylated tether enables further stereoselective functionalizations, such as hydrogenation and fluorination.

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1,2-Difunctionalizations of alkynes entailing concomitant C–C and C–N bond-forming carboamination reactions

Abstract: The 1,2-difunctionalization of alkynes happening through concomitant C–C and C–N bond formation strategies have provide an unified access to diversely functionalized N-bearing heterocycles.

Cited by 10 publications

References 95 publications

Transition metal catalysed cascade C–C and C–O bond forming events of alkynes

Transition metal catalysed cascade C–C and C–O bond forming events of alkynes

Transition Metal‐Catalyzed Dearomative Vinylation of Electron Rich Benzenes, Naphthalenes and Indoles with Alkynes

Enamine Synthesis via Regiocontrolled 6‐endo‐dig and 5‐exo‐dig Tethered Carboamination of Propargylic Alcohols

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