Gold‐Catalyzed 1,2‐Dicarbofunctionalization of Alkynes with Organohalides**-Reference-Cited by-同舟云学术

Gold‐Catalyzed 1,2‐Dicarbofunctionalization of Alkynes with Organohalides**

Published:2023-09-07 Issue:42 Volume:62 Page:
ISSN:1433-7851
Container-title:Angewandte Chemie International Edition
language:en
Short-container-title:Angew Chem Int Ed

Author:

Sancheti Shashank P.¹,Singh Yukta¹,Mane Manoj V.²^ORCID,Patil Nitin T.¹^ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Science Education and Research Bhopal Bhopal 462 066 Madhya Pradesh India

2. Centre for Nano and Material Sciences Jain (Deemed-to-be University) Jain Global Campus Kanakapura, Bangalore Karnataka 562112 India

Abstract

AbstractHerein, we report the first gold‐catalyzed 1,2‐dicarbofunctionalization of alkynes using organohalides as non‐prefunctionalized coupling partners. The mechanism of the reaction involves an oxidative addition/π‐activation mechanism in contrast to the migratory insertion/cis‐trans isomerization pathway that is predominantly observed with other transition metals yielding products with anti‐selectivity. Mechanistic insights include several control experiments, NMR studies, HR‐MSMS analyses, and DFT calculations that strongly support the proposed mechanism.

Publisher

Wiley

Subject

General Chemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.202310493

Reference67 articles.

1. Addition to Carbon–Carbon Multiple Bonds

2. Selected reviews:

3. Recent progress in copper-catalyzed difunctionalization of unactivated carboncarbon multiple bonds

4. Recent Developments in Pd 0 ‐Catalyzed Alkene‐Carboheterofunctionalization Reactions

5. Transition Metal‐Catalyzed Dicarbofunctionalization of Unactivated Olefins

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