scholarly journals Pd-catalyzed C(sp3)–C(sp) bond formation in iodocyclobutenes

2021 ◽  
Author(s):  
Pedro Almendros ◽  
Carlos Lázaro-Milla ◽  
M. Teresa Quiros ◽  
Diego J Cardenas
Keyword(s):  
Bond Formation ◽  
Formation Reaction ◽  
Direct Functionalization

A Pd-catalyzed C(sp3)–C(sp) bond formation reaction for the synthesis of skipped 1,4-enynes through direct functionalization of the cyclobutene core with alkyne moieties has been achieved. The study of the mechanism...

Direct functionalization of cyclic ethers with maleimide iodides via free radial-mediated sp3 C–H activation

2021 ◽  
Author(s):  
Xiaoyu Cheng ◽  
Baojun Li ◽  
Mengsi Zhang ◽  
Haotian Lu ◽  
Wenbo Wang ◽  
...  
Keyword(s):  
Free Radical ◽  
Bond Formation ◽  
Cyclic Ethers ◽  
Reaction Conditions ◽  
Formation Reaction ◽  
Direct Functionalization

A new C–C bond formation reaction was developed through free radical-initiated direct C–H activation of cyclic ethers with maleimide iodides under mild reaction conditions.

Sunlight-induced C C bond formation reaction: Radical addition of alcohols/ethers/acetals to olefins

2021 ◽  
Vol 413 ◽  
pp. 113263
Author(s):  
Mamiko Hayakawa ◽  
Hisashi Shirota ◽  
Souta Hirayama ◽  
Ryuusei Yamada ◽  
Tadashi Aoyama ◽  
...  
Keyword(s):  
Bond Formation ◽  
Radical Addition ◽  
Formation Reaction

scholarly journals Iodobenzene-Promoted Pd-Catalysed ortho-Directed C–H Activation: The Synthesis of Benzothiazoles via Intramolecular Coupling

SynOpen ◽  
2017 ◽  
Vol 01 (01) ◽  
pp. 0001-0007 ◽  
Author(s):  
Meng-Tian Zeng ◽  
Wan Xu ◽  
Min Liu ◽  
Xing Liu ◽  
Cai-Zhu Chang ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Formation ◽  
Formation Reaction ◽  
Aryl Ring ◽  
Thiourea Group

A series of 2-aminobenzothiazoles were synthesized by a palladium-catalysed oxidative coupling with good yields (62–89%). Iodobenzene was found to be effective as an additive in this intramolecular C–S bond-formation reaction. The directing thiourea group attached to the aryl ring is essential for the activation of the ortho C–H bond.

Novel carbon-carbon bond formation reaction at the C-4 position of an azetidin-2-one by means of radical cyclization

1988 ◽  
Vol 53 (12) ◽  
pp. 2683-2687 ◽  
Author(s):  
Tetsuji Kametani ◽  
Shih Der Chu ◽  
Akira Itoh ◽  
Sayuri Maeda ◽  
Toshio Honda
Keyword(s):  
Bond Formation ◽  
Radical Cyclization ◽  
Formation Reaction ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Double C–H Activation for the C–C bond Formation Reactions

2018 ◽  
Vol 15 (7) ◽  
pp. 882-903 ◽  
Author(s):  
Jialin Liu ◽  
Xiaoyu Xiong ◽  
Jie Chen ◽  
Yuntao Wang ◽  
Ranran Zhu ◽  
...  
Keyword(s):  
Molecular Design ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Hypervalent Iodine ◽  
Coupling Reactions ◽  
Bond Forming ◽  
Direct Functionalization ◽  
Catalyzed Reactions ◽  
Medium Ring ◽  
Bond Formation Reactions

Background: Among the numerous bond-forming patterns, C–C bond formation is one of the most useful tools for building molecules for the chemical industry as well as life sciences. Recently, one of the most challenging topics is the study of the direct coupling reactions via multiple C–H bond cleavage/activation processes. A number of excellent reviews on modern C–H direct functionalization have been reported by Bergman, Bercaw, Yu and others in recent years. Among the large number of available methodologies, Pdcatalyzed reactions and hypervalent iodine reagent mediated reactions represent the most popular metal and non-metal involved transformations. However, the comprehensive summary of the comparison of metal and non-metal mediated transformations is still not available. Objective: The review focuses on comparing these two types of reactions (Pd-catalyzed reactions and hypervalent iodine reagent mediated reactions) based on the ways of forming new C–C bonds, as well as the scope and limitations on the demonstration of their synthetic applications. Conclusion: Comparing the Pd-catalyzed strategies and hypervalent iodine reagent mediated methodologies for the direct C–C bond formation from activation of C-H bonds, we clearly noticed that both strategies are powerful tools for directly obtaining the corresponding pruducts. On one hand, the hypervalent iodine reagents mediated reactions are normally under mild conditions and give the molecular diversity without the presence of transition-metal, while the Pd-catalyzed approaches have a broader scope for the wide synthetic applications. On the other hand, unlike Pd-catalyzed C-C bond formation reactions, the study towards hypervalent iodine reagent mediated methodology mainly focused on the stoichiometric amount of hypervalent iodine reagent, while few catalytic reactions have been reported. Meanwhile, hypervalent iodine strategy has been proved to be more efficient in intramolecular medium-ring construction, while there are less successful examples on C(sp3)–C(sp3) bond formation. In summary, we have demonstrated a number of selected approaches for the formation of a new C–C bond under the utilization of Pd-catalyzed reaction conditions or hyperiodine reagents. The direct activations of sp2 or sp3 hybridized C–H bonds are believed to be important strategies for the future molecular design as well as useful chemical entity synthesis.

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