Literature DB >> 14651112

Facilitation of addition-elimination reactions in pyrimidines and purines using trifluoroacetic acid in trifluoroethanol.

Hayley J Whitfield1, Roger J Griffin, Ian R Hardcastle, Andrew Henderson, Jerome Meneyrol, Veronique Mesguiche, Kerry L Sayle, Bernard T Golding.   

Abstract

SNAr displacement reactions of 6-cyclohexylmethoxy-2-fluoropurine, 6-amino-2-butylsulfonyl-4-cyclohexylmethoxypyrimidine and 2-amino-6-chloropurine with substituted anilines (e.g. the weakly nucleophilic 4-aminobenzenesulfonamide) are dramaticallyaccelerated in the presence of trifluoroacetic acid and occur especially efficiently in 2,2,2-trifluoroethanol solvent.

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Year:  2003        PMID: 14651112     DOI: 10.1039/b308948g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Structure-guided design of purine-based probes for selective Nek2 inhibition.

Authors:  Christopher R Coxon; Christopher Wong; Richard Bayliss; Kathy Boxall; Katherine H Carr; Andrew M Fry; Ian R Hardcastle; Christopher J Matheson; David R Newell; Mangaleswaran Sivaprakasam; Huw Thomas; David Turner; Sharon Yeoh; Lan Z Wang; Roger J Griffin; Bernard T Golding; Céline Cano
Journal:  Oncotarget       Date:  2017-03-21

2.  Nucleophilic Arylation of Halopurines Facilitated by Brønsted Acid in Fluoroalcohol.

Authors:  Naoko Takenaga; Toshitaka Shoji; Takayuki Menjo; Akiko Hirai; Shohei Ueda; Kotaro Kikushima; Tomonori Hanasaki; Toshifumi Dohi
Journal:  Molecules       Date:  2019-10-23       Impact factor: 4.411

  2 in total

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