2-Aminoethanesulfonic acid: An efficient organocatalyst for green synthesis of spirooxindole dihydroquinazolinones and novel 1,2-(dihydroquinazolin-3(4H)isonicotinamides in water

被引：21

作者：

Chate, Asha, V ^{[1
]}

Rudrawar, Priyanka P. ^{[1
]}

Bondle, Giribala M. ^{[1
]}

Sangeshetti, Jaiprakash N. ^{[2
]}

机构：

[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India

[2] YB Chavan Coll Pharm, Dept Qual Assurance, Rafiq Zakaria Campus, Aurangabad, Maharashtra, India

来源：

SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 02期

关键词：

2-Aminoethanesulfonic acid (taurine); 2; 3-dihydroquinazolin-4(1H)-ones; multicomponent reaction; spirooxindole; ENANTIOSELECTIVE CONSTRUCTION; DIASTEREOSELECTIVE SYNTHESIS; SPIROCYCLIC OXINDOLES; ASYMMETRIC-SYNTHESIS; CATALYZED SYNTHESIS; DERIVATIVES; TAURINE; DESIGN; STEREOCENTERS; QUINAZOLINE;

D O I：

10.1080/00397911.2019.1692868

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and efficient one-pot procedure for the preparation of spirooxindole dihydroquinazolinone derivatives and new N-(4-oxo-2-phenyl-1,2-dihydroquinazolin-3(4H)-yl)isonicotinamides from reaction between isatoic anhydride, isoniazid and substituted aldehydes catalyzed by 2-aminoethanesulfonic acid (taurine) is describe. This new protocol has the advantages of environmental friendliness, good yields, and convenient operation. The reaction proceeds efficiently using water as green solvent and nontoxic catalysts that could be efficiently reused. Together with this simple workup procedure, use of the organocatalyst, and water as solvent without the need of column chromatographic purification, are the notable features of this methodology, which make this protocol a very efficient and green alternative to the traditional methods.

引用

页码：226 / 242

页数：17

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