scholarly journals Trifluoromethanesulfonyl Azide as a Bifunctional Reagent for Metal-Free Azidotrifluoromethylation of Unactivated Alkenes

2021 ◽  
Author(s):  
Honggui Huang ◽  
Weishuang Li ◽  
Dayou Zhong ◽  
Hu-Chong Wang ◽  
Jing Zhao ◽  
...  

Vicinal trifluoromethyl azides have widespread applications in organic synthesis and drug development. However, their preparation is generally limited to transition-metal-catalyzed three-component reactions. We report a simple and metal-free method that...

2021 ◽  
Vol 08 ◽  
Author(s):  
Lalit Yadav ◽  
Sandeep Chaudhary

: The formation of new bonds through C-C bond formation is of utmost importance in the synthesis of biologically privileged scaffolds and therapeutic drugs. In recent years, extensive efforts has been done to improve the intermolecular and intramolecular cross-coupling reaction in the simple, mild, efficient, economical, and eco-friendly manner via transition metal-free or organocatalytic direct C-H bond activation methodology. The traditional crosscoupling era continuously shifted to metal-free, organocatalytic, or metal-free cross-dehydrogenative coupling strategies to fast-track the reactions and diminishing the typical purification processes. Therefore, recent advances on the transitionmetal-free, organocatalytic inter- and intra-molecular cross-coupling reactions have been introduced and discussed in the present article. In view of the reaction mechanism, organocatalytic cross-coupling reactions undergo through the radical pathways, radical anionic intermediate which is completely different from traditional transition metal-catalyzed reactions. The exploration of transition metal-free organocatalyzed cross-couplings for direct C-H arylation of arenes has grown significantly, thereby, improving the formation of a wide range of aryl-aryl /aryl-heteroaryl/ heteroaryl-heteroaryl compounds. In the survey, transition metal-free/organocatalytic cross-coupling reactions showed a higher efficiency under simple and mild conditions than the comparative transition metal-catalyzed cross-coupling reactions. However, the higher regioselectivity and chemoselectivity are still far ahead in organocatalytic cross-coupling reactions due to their specific intrinsic mechanistic pathway. The tuning of many parameters such as oxidative states, ligands coordination, and counter anions, etc., which results in the specific direct C-H functionalization with flexible methodology are missing in the transition metal-free cross-coupling reactions. The highly systematic transition metal-catalyzed chemistry is still playing a dominant role over transition metal-free chemistry in organic synthesis. The organocatalyzed transition-metal-free conditions should be more efficient, chemoselective, and regioselective for further potential development and applications in organic synthesis. For the endless pursuit of sustainable chemistry and green chemistry, such transition-metalfree/organocatalytic reactions should be never ceased. Additional curious attention and interest have been developed so far, and chemists are showing their eagerness and talents to uncover the hidden treasure of green chemistry. In this review article, we highlighted the developments of various transition metal-free/organocatalytic C-H bond activation reactions which further encourages the advancement in the development of sustainable C-C coupling reactions and their further applications towards the synthesis of biologically privileged scaffolds and drug molecules.


2018 ◽  
Vol 15 (7) ◽  
pp. 940-971 ◽  
Author(s):  
Navjeet Kaur

Background: Due to significant biological activity associated with N-, O- and S-heterocycles, a number of reports for their synthesis have appeared in recent decades. Traditional approaches require expensive or highly specialized equipment or would be of limited use to the synthetic organic chemist due to their highly inconvenient approaches. This review summarizes the applications of copper catalysts with the emphasis on their synthetic applications for nitrogen bearing polyheterocylces. In summary, this review article describes the synthesis of a number of five-membered poly heterocyclic rings. Objective: Nowadays new approaches that employ atom-economical and efficient pathway have been developed. The researchers are following natural models to design and synthesize heterocycles. The transition metal catalyzed protocols have attracted the attention as compared to other synthetic methodologies because they use easily available substrates to build multiple substituted complicated molecules directly under mild conditions. In organic synthesis, constituted by transition metal catalyzed coupling transformations are one of the most powerful and useful protocols. The N-heterocycles are synthesized by this convenient and useful tool. Conclusion: The efficient and chemoselective synthesis of heterocycles by this technique has appeared as an important tool. This review shows a highly dynamic research field and the employment of copper catalysts in organic synthesis. Several strategies have been pointed out in the past few years, to meet more sustainable, efficient and environmentally benign chemical products and procedures. The catalytic strategies have been the focus of intense research because they avoid the use of toxic reagents. Among these catalytic strategies, highly rewarding and an important method in heterocycles synthesis is metal catalyzed synthesis.


2019 ◽  
Vol 91 (1) ◽  
pp. 87-94 ◽  
Author(s):  
Wei Ren ◽  
Qiang Yang ◽  
Shang-Dong Yang

Abstract Phosphorus-radical participated difunctionalization reactions with unsaturated compounds have been recognized as powerful method for organic synthesis. This review covers our recent work on the application of transition metal catalyzed P-radical promoted difunctionalization for synthesis of organophosphorus compounds.


1982 ◽  
Vol 13 (15) ◽  
Author(s):  
P. HEIMBACH ◽  
H. SCHENKLUHN ◽  
K. WISSEROTH

Synlett ◽  
2020 ◽  
Vol 31 (18) ◽  
pp. 1741-1746
Author(s):  
Shenqqing Zhu ◽  
Lingling Chu ◽  
Fang Wang

Catalytic, stereoselective synthesis of skipped dienes is an important topic in organic synthesis. Summarized here are the transition-metal-catalyzed stereoselective approaches and a new, photoinduced stereodivergent strategy reported by our group recently. Our strategy utilizes a synergistic photoredox/nickel protocol to enable the cross-electrophile coupling of allylic carbonates and vinyl triflates to construct 1,4-dienes, the stereoselectivity of which was tuned by the triplet energy (E T) photocatalysts employed, offering a convenient and stereodivergent solution to (E)- and (Z)-1,4-dienes from one set of substrates.


2005 ◽  
Vol 2005 (22) ◽  
pp. 4741-4767 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Enugurthi Brahmachary ◽  
Kakali Lahiri

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