scholarly journals Recent progress in transition-metal-free functionalization of allenamides

RSC Advances ◽  
2020 ◽  
Vol 10 (60) ◽  
pp. 36818-36827
Author(s):  
Xiaoxiao Li ◽  
Yongchun Liu ◽  
Na Ding ◽  
Xiaoju Tan ◽  
Zhigang Zhao

Recent progress in transition-metal-free functionalization of allenamides is reviewed, providing a powerful approach to rapidly access complex molecules.

Synlett ◽  
2020 ◽  
Vol 31 (19) ◽  
pp. 1857-1861
Author(s):  
Hua Zhang ◽  
Li Wang

In recent decades, C–H borylation has undergone rapid development and has become one of the most important and efficient methods for the synthesis of organoboron compounds. Although transition-metal catalysis dominates C–H borylation, the metal-free approach has emerged as a promising alternative strategy. This article briefly summarizes the history of metal-free aromatic C–H borylation, including early reports on electrophilic C–H borylation and recent progress in metal-free catalytic intermolecular C–H borylation; it also highlights our recent work on BF3·Et2O-catalyzed C2–H borylation of hetarenes. Despite these recent advances, comprehensive mechanistic studies on various metal-free catalytic aromatic C–H borylations and novel processes with a wider substrate scope are eagerly expected in the near future.


Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2337-2341 ◽  
Author(s):  
Yao Wang ◽  
Liang Zhang

Iodonium ylides can undergo cyclization with a simple tertiary arylamine to afford N-heterocyclic products in a transition-metal-free approach in the absence of an additional initiator/oxidant. The ­inherent reactivity uncovered in this transformation is fundamentally different from known chemical properties of iodonium ylide compounds, thus providing a new opportunity for the further exploration of iodonium ylide-based chemical transformations. This Synpacts article describes the historical background of iodonium ylide chemistry and highlights recent progress disclosed by our work.1 Introduction2 The Strategy for New Reaction Discovery3 Application to Cyclization of Tertiary Arylamines4 Conclusion and Perspectives


2021 ◽  
Vol 17 ◽  
pp. 551-557
Author(s):  
Xiaojuan Li ◽  
Qiang Zhang ◽  
Weigang Zhang ◽  
Jinzhu Ma ◽  
Yi Wang ◽  
...  

The difunctionalization of alkenes involving a trifluoromethylthio group (SCF3) for the conversion of versatile and readily available olefins into structurally more complex molecules has been successfully studied. However, the disproportionate dithiolation of alkenes is unknown. Herein, a transition-metal-free protocol is presented for the vicinal trifluoromethylthio–thiolation of unactivated alkenes via a radical process under mild conditions with a broad substrate scope and excellent tolerance.


2021 ◽  
Author(s):  
Xiaojuan Li ◽  
Qiang Zhang ◽  
Weigang Zhang ◽  
Jinzhu Ma ◽  
Yi Wang ◽  
...  

The difunctionalization of alkenes involving trifluoromethylthio group (SCF3) for the conversion of versatile and readily available olefins into more structurally complex molecules has been greatly studied. However, the disproportionate dithiolation of alkene is unknown. Herein, a transition-metal-free protocol is presented for vicinal trifluoromethylthio-thiolation of unactivated alkenes via a radical process under mild condition with broad substrate scope and excellent tolerance.


Synthesis ◽  
2021 ◽  
Author(s):  
Xin-Ge Yang ◽  
Xue-Qiang Wang ◽  
Shen-Huan Li ◽  
Cheng-Yu Long

AbstractRecently, intense efforts have been dedicated to the development of novel synthetic strategies to access aromatic amines due to their importance in the pharmaceuticals, agrochemicals, materials, and natural product areas. Although numerous transition-metal-catalyzed C–N formation strategies have been described for the preparation of aromatic amines in the past few decades, complementary methods under transition-metal-free conditions are still required. We present the recent advances in the exploration of innovative amination approaches via C(sp2)–O/C(sp2)–S bond cleavage in this review.1 Introduction2 Stoichiometric Base-Promoted Amination3 Base-Catalyzed Amination4 Photoredox-Catalyzed Amination5 Acid-Promoted Amination6 Conclusion and Perspectives


Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 5079
Author(s):  
Petr Oeser ◽  
Jakub Koudelka ◽  
Artem Petrenko ◽  
Tomáš Tobrman

This review summarizes the current state-of-the-art procedures in terms of the preparation of N-arylindoles. After a short introduction, the transition-metal-free procedures available for the N-arylation of indoles are briefly discussed. Then, the nickel-catalyzed and palladium-catalyzed N-arylation of indoles are both discussed. In the next section, copper-catalyzed procedures for the N-arylation of indoles are described. The final section focuses on recent findings in the field of biologically active N-arylindoles.


2020 ◽  
Vol 7 (21) ◽  
pp. 3515-3520
Author(s):  
Wubing Yao ◽  
Jiali Wang ◽  
Aiguo Zhong ◽  
Shiliang Wang ◽  
Yinlin Shao

The selective catalytic reduction of amides to value-added amine products is a desirable but challenging transformation.


Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.


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