Synthetic route to chiral indolines via Cu(OAc)2-catalyzed ring-opening/C(sp2)–H activation of activated aziridines

2017 ◽  
Vol 53 (74) ◽  
pp. 10263-10266 ◽  
Author(s):  
Abhijit Mal ◽  
Gaurav Goswami ◽  
Imtiyaz Ahmad Wani ◽  
Manas K. Ghorai

A novel synthetic route to functionalized indolinesviaLewis acid catalyzed ring-opening of activated aziridines followed by Cu(OAc)2-mediated intramolecular C–H amination in one-pot with excellent enantio- and diastereospecificity (ee 99%; de >99%).

2018 ◽  
Vol 54 (62) ◽  
pp. 8583-8586 ◽  
Author(s):  
Sajan Pradhan ◽  
Chandan Kumar Shahi ◽  
Aditya Bhattacharyya ◽  
Manas K. Ghorai

A novel synthetic route to 3-spiropiperidino indoleninesviaLewis acid catalyzed SN2-type ring opening of activated aziridines with 1H-indoles followed by Pd-catalyzed spirocyclization with propargyl carbonates in high yields (up to 88%) with excellent diastereo- and enantiospecificity (dr >99 : 1; ee up to >99) is reported.


2014 ◽  
Vol 50 (82) ◽  
pp. 12270-12272 ◽  
Author(s):  
V. P. Alex Raja ◽  
Giammarco Tenti ◽  
Subbu Perumal ◽  
J. Carlos Menéndez

Pyridines and fused pyridines are accessible by a combination of a Lewis acid-catalyzed multicomponent reaction and aromatization involving loss of a 2-furylmethyl chain.


2019 ◽  
Vol 6 (24) ◽  
pp. 3929-3933 ◽  
Author(s):  
Fan-Xiao Meng ◽  
Ruo-Nan Wang ◽  
Hong-Li Huang ◽  
Shu-Wen Gong ◽  
Qian-Li Li ◽  
...  

Lewis acid-mediated one-pot tandem cyclization of o-QMs with arylsulfonyl hydrazides was described for the first time and the corresponding 3-sulfonylbenzofuran products were obtained in moderate to good yields.


2020 ◽  
Vol 22 (6) ◽  
pp. 2276-2280 ◽  
Author(s):  
Avishek Guin ◽  
Thukaram Rathod ◽  
Rahul N. Gaykar ◽  
Tony Roy ◽  
Akkattu T. Biju

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