Cross‐Coupling‐Cyclocondensation Reaction Sequence to Access a Library of Ring‐C Bridged Pyrimidino‐tetrahydrothebaines and Pyrimidinotetrahydrooripavines

2021 ◽  
Vol 6 (29) ◽  
pp. 7391-7397
Author(s):  
Anastasija O. Finke ◽  
Marina Y. Ravaeva ◽  
Vyacheslav I. Krasnov ◽  
Igor V. Cheretaev ◽  
Elena N. Chuyan ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Reaction Sequence ◽  
Cyclocondensation Reaction

Towards the Total Synthesis of Schisandrene: Stereoselective Synthesis of the Dibenzocyclooctadiene Lignan Core

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 908-911 ◽  
Author(s):  
K. Babu ◽  
Arramshetti Venkanna ◽  
Borra Poornima ◽  
Bandi Siva ◽  
B. Babu
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Asymmetric Reduction ◽  
Cross Coupling ◽  
Membered Ring ◽  
Stille Reaction ◽  
Reaction Sequence ◽  
Ring Closing Metathesis ◽  
Synthetic Strategy ◽  
First Time

A stereoselective synthesis of the dibenzocyclooctadiene ­lignan core of the natural product schisandrene is described. Starting from readily available gallic acid, the synthetic strategy involves Suzuki–Miyaura cross-coupling, Stille reaction, and ring-closing metathesis (RCM) in the reaction sequence. The required asymmetric center at C-7′ was established by an asymmetric reduction of a keto compound using the Corey–Bakshi–Shibata (CBS) catalyst. In our approach, the eight-membered ring was achieved by RCM for the first time.

ChemInform Abstract: One-Pot Synthesis of 1-Arylmethyl-4-[(E)-alk-1-enyl]-1H-1,2,3-triazoles via a Cross-Coupling/Click Reaction Sequence.

ChemInform ◽  
2014 ◽  
Vol 45 (36) ◽  
pp. no-no
Author(s):  
Masayuki Hoshi ◽  
Mitsuhiro Okimoto ◽  
Asuka Oikawa ◽  
Shunsuke Miyawaki ◽  
Yasutaka Shimotori
Keyword(s):  
Click Reaction ◽  
Cross Coupling ◽  
Reaction Sequence ◽  
One Pot ◽  
One Pot Synthesis

Synthesis of 2,3′-spirobi[indolin]-2-ones enabled by a tandem nucleophilic benzylation/C(sp2)–N cross-coupling reaction sequence

2017 ◽  
Vol 15 (28) ◽  
pp. 5887-5892 ◽  
Author(s):  
Baodong Cui ◽  
Jing Shan ◽  
Changlun Yuan ◽  
Wenyong Han ◽  
Nanwei Wan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Reaction Sequence ◽  
Efficient Strategy ◽  
Cross Coupling Reaction ◽  
New Perspective

This study provides an efficient strategy for the construction of spiro[pyrrolidin-3,2′-oxindoles] and represents a new perspective for the synthesis of spirocyclic oxindoles.

One-pot synthesis of 1-arylmethyl-4-[(E)-alk-1-enyl]-1H-1,2,3-triazoles via a cross-coupling/click reaction sequence

RSC Advances ◽  
2014 ◽  
Vol 4 (5) ◽  
pp. 2124-2128 ◽  
Author(s):  
Masayuki Hoshi ◽  
Mitsuhiro Okimoto ◽  
Asuka Oikawa ◽  
Shunsuke Miyawaki ◽  
Yasutaka Shimotori
Keyword(s):  
Click Reaction ◽  
Cross Coupling ◽  
Reaction Sequence ◽  
One Pot ◽  
One Pot Synthesis

scholarly journals Synthesis of α- and β-Carbolines by a Metalation/Negishi Cross-Coupling/SNAr Reaction Sequence

2021 ◽  
Author(s):  
Shainthavaan Sathiyalingam ◽  
Stefan Roesner
Keyword(s):  
Efficient Method ◽  
Continuous Flow ◽  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Reaction Sequence ◽  
Snar Reaction ◽  
Privileged Scaffolds

Carbolines are considered to be privileged scaffolds in medicinal chemistry. An efficient method for the synthesis of α- and β-carbolines from fluoropyridines and 2-haloanilines is reported. This streamlined procedure consists of a four-step directed ortho-lithiation, zincation, Negishi cross-coupling, and intramolecular nucleophilic aromatic substitution, providing access to a diverse set of functionalized carbolines. While the procedure is applicable to batch conditions, the generation of arylzinc intermediates in continuous flow has been demonstrated.

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