Microwave-assisted synthesis of highly functionalized guanidines on soluble polymer support

2012 ◽  
Vol 53 (31) ◽  
pp. 3959-3962 ◽  
Author(s):  
Chih-Hau Chen ◽  
Chieh-Li Tung ◽  
Chung-Ming Sun
2009 ◽  
Vol 62 (1) ◽  
pp. 42 ◽  
Author(s):  
Wong-Jin Chang ◽  
Kaushik Chanda ◽  
Chung-Ming Sun

Structural analogues of tadalafil that contain two diversity points have been synthesized from a soluble polymer support employing a Pictet–Spengler reaction using focussed microwave irradiation. Polymer-bound deprotected tryptophan reacts with various aldehydes to generate the tetrahydro-β-carbolines on the support. Subsequently immobilized tetrahydro-β-carboline underwent a highly efficient intramolecular N-heterocyclization in a traceless fashion from various in-situ generated α-alkyl and heteroalkyl amides in two steps to generate tetracyclic 2,5-diketopiperazines in high purity. All the compounds were isolated as cis and trans isomers with good yields.


Tetrahedron ◽  
2011 ◽  
Vol 67 (11) ◽  
pp. 2110-2117 ◽  
Author(s):  
Cheng-Ting Chou ◽  
Gorakh S. Yellol ◽  
Wong-Jin Chang ◽  
Mei-Lian Sun ◽  
Chung-Ming Sun

2015 ◽  
Vol 17 (7) ◽  
pp. 421-425 ◽  
Author(s):  
Prashant B. Dalvi ◽  
Shu-Fen Lin ◽  
Vijaykumar Paike ◽  
Chung-Ming Sun

2020 ◽  
Vol 57 (3) ◽  
pp. 265-272
Author(s):  
Priya S. Singh ◽  
Aizaz Shaikh ◽  
Aditi Deshmukh ◽  
Amit P. Pratap

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