A Cascade Reaction of Michael Addition and Truce-Smiles Rearrangement to Synthesize Trisubstituted 4-Quinolone Derivatives

2020 ◽  
Vol 85 (23) ◽  
pp. 14937-14944
Author(s):  
Caixia Xie ◽  
Di Yang ◽  
Xinfeng Wang ◽  
Chen Ma
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.


2018 ◽  
Vol 16 (48) ◽  
pp. 9390-9401 ◽  
Author(s):  
Yong-Xing Song ◽  
Da-Ming Du

A bifunctional squaramide-catalyzed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral spirothiazolidinone tetrahydroquinolines with three contiguous stereocenters has been developed.


Synthesis ◽  
2017 ◽  
Vol 49 (14) ◽  
pp. 3118-3125 ◽  
Author(s):  
Margus Lopp ◽  
Gert Preegel ◽  
Estelle Silm ◽  
Sandra Kaabel ◽  
Ivar Järving ◽  
...  

An asymmetric organocatalytic Michael addition–cyclization cascade reaction has been developed using cyclopentane-1,2-dione as a Michael donor and α,β-unsaturated aldehydes as Michael acceptors. Bicyclic hemiacetals were obtained in excellent yields and enantioselectivities. On the basis of the results, a one-pot reaction has been developed to obtain chiral 3-substituted cyclopentane-1,2-diones and substituted dihydropyrans in good yields and excellent enantioselectivity.


Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1176-1180 ◽  
Author(s):  
Yi-Fan Wang ◽  
Cheng-Yu He ◽  
Longlei Hou ◽  
Ping Tian ◽  
Guo-Qiang Lin ◽  
...  

An amine-promoted (4+3) annulation of δ-acetoxy allenoate with o-diaminobenzene is reported, providing a facile access to 1,5-benzodiazepine. This method features wide reaction scope, mild conditions, and readily available starting materials. The cascade reaction involves aza-Michael addition of o-diaminobenzene to allenoate, elimination of acetate group, and subsequent 1,6-aza-Michael addition.


2016 ◽  
Vol 14 (47) ◽  
pp. 11250-11260 ◽  
Author(s):  
Raghunath Chowdhury ◽  
Mukesh Kumar ◽  
Sunil K. Ghosh

Both enantiomers of functionalized 3,2′-pyrrolidinyl spirooxindoles were obtainedviaa Michael-cyclization cascade reaction using pseudoenantiomeric cinchona alkaloid derived thiourea based bifunctional catalysts.


2017 ◽  
Vol 53 (87) ◽  
pp. 11952-11955 ◽  
Author(s):  
Yuhuang Wang ◽  
Xingxing Wu ◽  
Yonggui Robin Chi

An NHC-catalyzed cascade reaction involving an SET process and two sequential Michael addition steps for the synthesis of indanes is disclosed.


2020 ◽  
Vol 56 (80) ◽  
pp. 12013-12016
Author(s):  
Xiao-Wen Zhang ◽  
Hui Zhang ◽  
Hu-Chong Wang ◽  
Ming-Hui Zhu ◽  
Hengjiang Cong ◽  
...  

Construction of spiro- and bridged heterocycles through a palladium-catalyzed arylation/aza-Michael cascade reaction.


Synlett ◽  
2019 ◽  
Vol 30 (09) ◽  
pp. 1090-1094 ◽  
Author(s):  
Shengmei Guo ◽  
Kun Jie ◽  
Ling Huang ◽  
Zhebin Zhang ◽  
Yufeng Wang ◽  
...  

A facile bisphosphorylation of amino-2-en-1-ones with trialkyl phosphites mediated by iron is developed. The reaction is considered to go through two Michael addition progresses. A variety of amino-2-en-1-ones are bisphosphorylated in high yields with functional group tolerance. In addition, the protocol of introduction of two different phosphates into one molecule is successful through a cascade reaction.


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