Literature DB >> 25939021

Rapid access to spirocylic oxindoles: application of asymmetric N-heterocyclic carbene-catalyzed [3 + 3] cycloaddition of imines to oxindole-derived enals.

Danbo Xie, Limin Yang, Youqiang Lin, Zhiming Zhang, Dongdong Chen, Xiaofei Zeng, Guofu Zhong.   

Abstract

A chiral N-heterocyclic carbene (NHC)-catalyzed [3 + 3] cycloaddition reaction of imines and oxindole-derived enals was developed for rapid access to spirocylic oxindoles. In most cases, the desired spirocylic oxindole products were obtained in high yields and excellent enantioselectivities with less than 1 h of reaction time.

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Year:  2015        PMID: 25939021     DOI: 10.1021/acs.orglett.5b00726

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

Review 1.  Recent synthetic strategies toward the synthesis of spirocyclic compounds comprising six-membered carbocyclic/heterocyclic ring systems.

Authors:  Kashaf Babar; Ameer Fawad Zahoor; Sajjad Ahmad; Rabia Akhtar
Journal:  Mol Divers       Date:  2020-07-21       Impact factor: 2.943

2.  A C1-symmetric N-heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones.

Authors:  Jun-Bing Lin; Xi-Na Cheng; Xiao-Dong Tian; Guo-Qiang Xu; Yong-Chun Luo; Peng-Fei Xu
Journal:  RSC Adv       Date:  2018-04-24       Impact factor: 4.036

3.  Ring-opening hydrolysis of spiro-epoxyoxindoles using a reusable sulfonic acid functionalized nitrogen rich carbon catalyst.

Authors:  Parth Patel; Raj Kumar Tak; Bhavesh Parmar; Shilpa Dabas; Brijesh Patel; Eringathodi Suresh; Noor-Ul H Khan; Saravanan Subramanian
Journal:  RSC Adv       Date:  2021-04-01       Impact factor: 3.361

  3 in total

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