Direkte β‐ und γ‐C(sp<sup>3</sup>)‐H Alkinylierung freier Carbonsäuren**

Alkynylation reactions are one of the most sought‐after synthetic methodologies due to the versatility of C−C triple bond diversifications. Sonogashira coupling was widely used for the synthesis of alkynylated molecules; however, this methodology requires the use of previously halogenated substrates, which is a major drawback. To overcome this issue, a complimentary method, transition‐metal‐catalyzed C−H alkynylation, was emerged as an alternative tool in the recent years. Though the initial reports required the use of either specific directing groups or strong alkynylating agents for effective functionalization, recent studies indicate that transition‐metal‐catalyzed site selective alkynylations can be carried out using mild and readily available alkynylating agents under moderate reaction conditions. In this review, we explain the transition metal cataluyzed site selective alkynylation both C(sp2)−H and C(sp3)−H bonds by emphasizing to the reaction mechanism.

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Transition‐Metal‐Catalyzed Selective Alkynylation of C−H Bonds

Sarala

Bhowmick

Carvalho

et al. 2021

Adv Synth Catal

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Transition‐Metal‐Catalyzed Remote C(sp³)−H Functionalization Of Carboxylic Acid And Its Derivatives

et al. 2022

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Carboxylic acids are ubiquitous functional groups present in many bio-relevant molecules, including drugs and amino acids. In general, αand βÀ C(sp 3 )À H bonds of carboxylic acids are easy to functionalize, contrary to remote (γ-and δ) CÀ H bonds which are difficult due to the distal location of these CÀ H bonds from the functional group. On the other hand, functionalizing an inert C(sp 3 )À H bond is another critical challenge in synthetic chemistry due to its lower acidity and reactivity. Nevertheless, the last decade has witnessed tremendous development in remote sp 3 -CÀ H bond functionalization of carboxylic acid and its derivatives. Here, in this review, we have delineated recent progress in remote γand δ-CÀ H bond functionalization of aliphatic carboxylic acids/amino acids and their derivatives. This review is further subdivided based on the type of functionalization reaction. Finally, we have presented some applications of these methodologies, such as total synthesis of hibispeptin A, etc.

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Synthesis of Cyclic Anhydrides via Ligand‐Enabled C–H Carbonylation of Simple Aliphatic Acids

Zhuang

Herron

2021

Angewandte Chemie

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Direkte β‐ und γ‐C(sp³)‐H Alkinylierung freier Carbonsäuren**

Abstract: Supporting information for this article is given via a link at the end of the document.

Cited by 7 publications

References 64 publications

Transition‐Metal‐Catalyzed Selective Alkynylation of C−H Bonds

Transition‐Metal‐Catalyzed Selective Alkynylation of C−H Bonds

Transition‐Metal‐Catalyzed Remote C(sp³)−H Functionalization Of Carboxylic Acid And Its Derivatives

Synthesis of Cyclic Anhydrides via Ligand‐Enabled C–H Carbonylation of Simple Aliphatic Acids

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Direkte β‐ und γ‐C(sp3)‐H Alkinylierung freier Carbonsäuren**

Abstract: Supporting information for this article is given via a link at the end of the document.

Cited by 7 publications

References 64 publications

Transition‐Metal‐Catalyzed Selective Alkynylation of C−H Bonds

Transition‐Metal‐Catalyzed Selective Alkynylation of C−H Bonds

Transition‐Metal‐Catalyzed Remote C(sp3)−H Functionalization Of Carboxylic Acid And Its Derivatives

Synthesis of Cyclic Anhydrides via Ligand‐Enabled C–H Carbonylation of Simple Aliphatic Acids

Contact Info

Product

Resources

About

Direkte β‐ und γ‐C(sp³)‐H Alkinylierung freier Carbonsäuren**

Transition‐Metal‐Catalyzed Remote C(sp³)−H Functionalization Of Carboxylic Acid And Its Derivatives