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1.
Org Biomol Chem ; 17(30): 7248, 2019 Aug 14.
Article in English | MEDLINE | ID: mdl-31329199

ABSTRACT

Correction for 'A metal-free cascade reaction of ß-halo-α,ß-unsaturated aldehydes and 1,4-dithiane-2,5-diols: synthesis of polycyclic 2-formylthiophenes' by Limi Goswami et al., Org. Biomol. Chem., 2017, 15, 6470-6473.

2.
Org Biomol Chem ; 15(31): 6470-6473, 2017 Aug 09.
Article in English | MEDLINE | ID: mdl-28737177

ABSTRACT

A metal-free cascade reaction strategy has been developed for the synthesis of novel polycyclic 2-formylthiophenes from ß-halo-α,ß-unsaturated aldehydes and 1,4-dithiane-2,5-diols. A recyclable polymer supported organic base was used to perform the reaction process. This synthetic protocol was applied to synthesize several novel polycyclic thiophenes including steroidal D-ring annelated thiophene. Our synthetic strategy provides a high yield of thiophenes, avoids a tedious work-up procedure and minimizes the formation of waste.

3.
ACS Comb Sci ; 18(5): 253-61, 2016 05 09.
Article in English | MEDLINE | ID: mdl-26975927

ABSTRACT

A three-component cascade method has been developed for the direct synthesis of polysubstituted pyridines. This strategy provides a very convenient route to pyridines using a variety of ß-bromo-α,ß-unsaturated aldehydes, 1,3-diketones, and ammonium acetate without any additional catalyst or metal salt under mild conditions. A variety of ß-ketoesters and 4-hydroxycoumarin were also used instead of 1,3-diketones for the diverse synthesis of polycyclic pyridines. One of the synthesized pyridines has been unambiguously established by a single crystal XRD study. All of the synthesized pyridine derivatives were evaluated for their antiproliferative properties in vitro against the human cancer cell lines HeLa, Me180, and ZR751. Compounds 4{4,1} and 4{2,4} showed significant cytotoxicity in the human breast cancer cell line ZR751 and cervical cancer cell line Me180, respectively, and a few other compounds were found to have moderate activities.


Subject(s)
Antineoplastic Agents/chemical synthesis , Pyridines/chemical synthesis , Antineoplastic Agents/pharmacology , Breast Neoplasms/drug therapy , Breast Neoplasms/pathology , Cell Line, Tumor , Cell Survival/drug effects , Cytotoxins/chemistry , Cytotoxins/pharmacology , Female , Humans , Polycyclic Compounds/chemical synthesis , Polycyclic Compounds/pharmacology , Pyridines/pharmacology , Uterine Cervical Neoplasms/drug therapy , Uterine Cervical Neoplasms/pathology
4.
J Org Chem ; 80(9): 4722-8, 2015 May 01.
Article in English | MEDLINE | ID: mdl-25849324

ABSTRACT

A novel heterogeneous catalytic hydrogenation-hydrogenolysis strategy has been developed for the α-methylation of ketones via enaminones using DMF dimethyl acetal as carbon source. This strategy provides a very convenient route to α-methylated ketones using a variety of ketones without any base or oxidant.


Subject(s)
Dimethylformamide/analogs & derivatives , Ketones/chemistry , Dimethylformamide/chemistry , Hydrogenation , Methylation , Molecular Structure
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