stille coupling
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Synthesis ◽  
2022 ◽  
Author(s):  
Yuya Okui ◽  
Yuto Yasuda ◽  
Atsunori Mori ◽  
Kentaro Okano

A total synthesis of lamellarins U and A3 is described. The synthesis features interruption of a halogen dance reaction of a metalated α,β-dibromopyrrole. The pyrrolylmagnesium reagent, generated by deprotonative metalation using (TMP)MgCl·LiCl (TMP: 2,2,6,6-tetramethylpiperidide) as base, was transmetalated to the corresponding organozinc species without causing the halogen dance reaction, which underwent a Negishi coupling to incorporate an aryl group onto the pyrrole ring. The arylated α,β-dibromopyrrole was then converted into lamellarins U and A3 through an α-selective halogen–magnesium exchange followed by carboxylation and subsequent palladium-mediated cyclization. The late-stage introduction of another aryl group was performed using a Kosugi–Migita–Stille coupling to provide lamellarins U and A3.


2021 ◽  
Author(s):  
Takumi Ishikawa ◽  
Mako Murata ◽  
Hiroshi Masai ◽  
Tomohiro Iwai ◽  
Jun Terao

Author(s):  
Moustafa A. Gouda ◽  
Ameen A. Abu-Hashem ◽  
Ahmed A. M. Abdelgawad

: The biological and medicinal properties of thieno[3, 2-c] quinoline have prompted enormous research aimed at developing synthetic routes to these systems. This review focuses on the chemical properties associated with this system. The most-reported reactions are Bischler-Napieralski, Suzuki−Miyaura−Schlüter, Pictet-Spengler, Stille coupling. Friedlander and Beckmann rearrangement reaction.


2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Hassan Alamgholiloo ◽  
Nader Noroozi Pesyan ◽  
Sadegh Rostamnia

AbstractThe stabilization of sub-nanometric metal particles (< 1 nm) with suitable distribution remained challenging in the catalytic arena. Herein, an intelligent strategy was described to anchoring and stabilizing sub-nanometric Pd colloids with an average size of 0.88 nm onto Kryptofix 23 functionalized MCM-41. Then, the catalytic activity of Pd@Kryf/MCM-41 was developed in Stille coupling reaction with a turnover frequency (TOF) value of 247 h−1. The findings demonstrate that porous MCM-41 structure and high-affinity Kryptofix 23 ligand toward adsorption of Pd colloids has a vital role in stabilizing the sub-nanometric particles and subsequent catalytic activity. Overall, these results suggest that Pd@Kryf/MCM-41 is a greener, more suitable option for large-scale applications and provides new insights into the stabilization of sub-nanometric metal particles.


2021 ◽  
Author(s):  
Hiroto Yoshida ◽  
Hideya Tanaka ◽  
Masaaki Nakamoto

2021 ◽  
Author(s):  
Akihiro Sugawara ◽  
Hirokazu Takada ◽  
Tomoyasu Hirose ◽  
Aoi Kimishima ◽  
Takeshi Yamada ◽  
...  
Keyword(s):  

Author(s):  
Ya‐Ting Chang ◽  
Ling‐Jun Liu ◽  
Wen‐Sheng Peng ◽  
Lin‐Ting Lin ◽  
Yi‐Tsu Chan ◽  
...  

Synthesis ◽  
2021 ◽  
Author(s):  
Aiichiro Nagaki ◽  
Yosuke Ashikari

AbstractAryl–aryl cross-coupling reactions are important reactions for the production of various biaryl compounds. This short review covers the various aryl–aryl cross-coupling reactions carried out in flow, focusing on the metal species of the aryl nucleophiles used in the cross-coupling reactions.1 Introduction2 Suzuki–Miyaura Coupling (B)3 Migita–Kosugi–Stille Coupling (Sn)4 Negishi Coupling (Zn)5 Kumada–Tamao–Corriu Coupling (Mg)6 Murahashi Coupling (Li)7 Conclusion


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