Heterogeneous catalysis for the direct synthesis of chemicals by borrowing hydrogen methodology

2015 ◽  
Vol 5 (3) ◽  
pp. 1412-1427 ◽  
Author(s):  
Ken-ichi Shimizu

This review summarizes the recent examples of hydrogen transfer-type reactions using supported transition metal catalysts with special emphasis on the one-pot synthesis of chemicals by borrowing hydrogen methodology.

2017 ◽  
Vol 95 (2) ◽  
pp. 144-148 ◽  
Author(s):  
Fan Shu ◽  
Qingjuan Zheng ◽  
Wanrong Dong ◽  
Zhihong Peng ◽  
Delie An

An efficient transformation towards propynoates and propynenitriles is herein described. The practical methodology was conducted at low temperature (–78 or –60 °C) in a one-pot manner with the assistance of base rather than any transition metal catalysts. The base-induced protocol exhibits good functional group tolerance (up to 28 examples) and high efficiency (up to 92% yields) towards substituted acetylenes of great synthetic significance, which was also well demonstrated by the gram-scale reactions.


2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.


Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 818-822
Author(s):  
Hongjun Ren ◽  
Manman Sun ◽  
Jinyu Song ◽  
Lei Wang ◽  
Wenguang Yin ◽  
...  

A transition-metal-free propargylation of ortho-quinone methides (o-QMs) with alkynyl zinc reagents was achieved. A conjugate alkynylation of an o-QM and subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.


Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2525-2538 ◽  
Author(s):  
James Bull ◽  
Renzo Luisi ◽  
Leonardo Degennaro

Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected ‘free’ NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches.1 Introduction2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts3 Metal-Free Strategies to Prepare NH-Sulfoximines4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides5 Further Applications6 Conclusion


2019 ◽  
Vol 17 (26) ◽  
pp. 6450-6460 ◽  
Author(s):  
Kashmiri Neog ◽  
Dhiraj Dutta ◽  
Babulal Das ◽  
Pranjal Gogoi

A novel transition-metal free synthetic strategy for the direct synthesis of quaternary phosphonium triflates via insertion of aryne into phosphine oxide.


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