Literature DB >> 26351178

A novel four- and pseudo-five-component reaction: unexpected efficient one-pot synthesis of 4H-thiopyran derivatives.

Akbar Mobinikhaledi1, Mohammad Ali Bodaghifard2, Sajad Asadbegi1.   

Abstract

A facile and convenient novel method is reported for the synthesis of substituted 4H-thiopyrans by reacting aldehydes, malononitrile, carbon disulfide, and primary amines at room temperature in the presence of triethylamine as a catalyst. This reaction affords the desired products in high purity and has advantages of excellent yields, simple work-up procedure, and short reaction time.

Entities:  

Keywords:  Isothiocyanate; MCR; Michael addition; Multicomponent reaction; One-pot reaction; Thiopyrans

Mesh:

Substances:

Year:  2015        PMID: 26351178     DOI: 10.1007/s11030-015-9634-y

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  10 in total

1.  Structure-activity relationships in 1,4-benzodioxan-related compounds. 7. Selectivity of 4-phenylchroman analogues for alpha(1)-adrenoreceptor subtypes.

Authors:  Wilma Quaglia; Maria Pigini; Alessandro Piergentili; Mario Giannella; Francesco Gentili; Gabriella Marucci; Antonio Carrieri; Angelo Carotti; Elena Poggesi; Amedeo Leonardi; Carlo Melchiorre
Journal:  J Med Chem       Date:  2002-04-11       Impact factor: 7.446

2.  The antimicrobial natural product chuangxinmycin and some synthetic analogues are potent and selective inhibitors of bacterial tryptophanyl tRNA synthetase.

Authors:  Murray J Brown; Paul S Carter; Ashley S Fenwick; Andrew P Fosberry; Dieter W Hamprecht; Martin J Hibbs; Richard L Jarvest; Lucy Mensah; Peter H Milner; Peter J O'Hanlon; Andrew J Pope; Christine M Richardson; Andrew West; David R Witty
Journal:  Bioorg Med Chem Lett       Date:  2002-11-04       Impact factor: 2.823

3.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

4.  Cytotoxic activity of benzothiepins against human oral tumor cell lines.

Authors:  Y Sugita; H Hosoya; K Terasawa; I Yokoe; S Fujisawa; H Sakagami
Journal:  Anticancer Res       Date:  2001 Jul-Aug       Impact factor: 2.480

5.  Synthesis and pharmacological evaluation of thiopyran analogues of the dopamine D3 receptor-selective agonist (4aR,10bR)-(+)-trans-3,4,4a,10b-tetrahydro-4-n-propyl-2H,5H [1]b enzopyrano[4,3-b]-1,4-oxazin-9-ol (PD 128907).

Authors:  L A van Vliet; N Rodenhuis; D Dijkstra; H Wikström; T A Pugsley; K A Serpa; L T Meltzer; T G Heffner; L D Wise; M E Lajiness; R M Huff; K Svensson; S Sundell; M Lundmark
Journal:  J Med Chem       Date:  2000-07-27       Impact factor: 7.446

6.  Thiopyran route to polypropionates: an efficient synthesis of serricornin.

Authors:  Dale E Ward; Vishal Jheengut; Garrison E Beye
Journal:  J Org Chem       Date:  2006-11-10       Impact factor: 4.354

Review 7.  Multicomponent domino reactions for the synthesis of biologically active natural products and drugs.

Authors:  L F Tietze; A Modi
Journal:  Med Res Rev       Date:  2000-07       Impact factor: 12.944

8.  2,6-disubstituted pyran-4-one and thiopyran-4-one inhibitors of DNA-Dependent protein kinase (DNA-PK).

Authors:  Jonathan J Hollick; Bernard T Golding; Ian R Hardcastle; Niall Martin; Caroline Richardson; Laurent J M Rigoreau; Graeme C M Smith; Roger J Griffin
Journal:  Bioorg Med Chem Lett       Date:  2003-09-15       Impact factor: 2.823

9.  Ionic liquid promoted preparation of 4H-thiopyran and pyrimidine nucleoside-thiopyran hybrids through one-pot multi-component reaction of thioamide.

Authors:  Xinying Zhang; Xiaoyan Li; Xuesen Fan; Xia Wang; Dongfang Li; Guirong Qu; Jianji Wang
Journal:  Mol Divers       Date:  2008-12-09       Impact factor: 2.943

10.  Chitosan based heterogeneous catalyses: chitosan-grafted-poly(4-vinylpyridne) as an efficient catalyst for Michael additions and alkylpyridazinyl carbonitrile oxidation.

Authors:  Khaled D Khalil; Hamad M Al-Matar
Journal:  Molecules       Date:  2013-05-08       Impact factor: 4.411

  10 in total
  1 in total

Review 1.  Recent Developments on Five-Component Reactions.

Authors:  Xiaoming Ma; Sanjun Zhi; Wei Zhang
Journal:  Molecules       Date:  2021-04-01       Impact factor: 4.411

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.