Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines

Julia A. Crawford; William Fraser; Christopher A. Ramsden

doi:10.1055/s-0028-1088028

Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines

Julia A. Crawford
, William Fraser
, Christopher A. Ramsden

Keele University

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

296 Downloads (Pure)

Abstract

9-Methylsulfanyl pyridine-stretched adenine and hypoxanthine derivatives have been prepared via regioselective reaction of a 5-aminoimidazole with 2-(bis-methylsulfanylmethylene)malononitrile [(NC)C=C(SMe) ]. The 9-methylsulfanyl substituent can be replaced by sequential oxidation and substitution by nucleophiles including amines.

Original language	English
Pages (from-to)	1271-1278
Number of pages	8
Journal	Synthesis
Volume	2009
Issue number	8
DOIs	https://doi.org/10.1055/s-0028-1088028
Publication status	Published - Apr 2009

Bibliographical note

Keywords

5-aminoimidazoles
lin-pyridoadenines
soft electrophiles
tricyclic heterocycles
pyridine-stretched purines

Access to Document

10.1055/s-0028-1088028

Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines
© Georg Thieme Verlag Stuttgart - New York
Accepted author manuscript, 277 KB
2009S1271 Crawford Preparation of 9 substituted pyridine stretched adenines and hypoxanthinesSubmitted manuscript, 181 KB

https://www.thieme-connect.de/DOI/DOI?10.1055/s-0028-1088028

Cite this

@article{e9031f851e014b10880be3dffbf32bd9,

title = "Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines",

abstract = "9-Methylsulfanyl pyridine-stretched adenine and hypoxanthine derivatives have been prepared via regioselective reaction of a 5-aminoimidazole with 2-(bis-methylsulfanylmethylene)malononitrile [(NC)C=C(SMe) ]. The 9-methylsulfanyl substituent can be replaced by sequential oxidation and substitution by nucleophiles including amines.",

keywords = "5-aminoimidazoles, lin-pyridoadenines, soft electrophiles, tricyclic heterocycles, pyridine-stretched purines",

author = "Crawford, \{Julia A.\} and William Fraser and Ramsden, \{Christopher A.\}",

note = "{\textcopyright} Georg Thieme Verlag Stuttgart - New York ",

year = "2009",

month = apr,

doi = "10.1055/s-0028-1088028",

language = "English",

volume = "2009",

pages = "1271--1278",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "8",

}

TY - JOUR

T1 - Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines

AU - Crawford, Julia A.

AU - Fraser, William

AU - Ramsden, Christopher A.

N1 - © Georg Thieme Verlag Stuttgart - New York

PY - 2009/4

Y1 - 2009/4

N2 - 9-Methylsulfanyl pyridine-stretched adenine and hypoxanthine derivatives have been prepared via regioselective reaction of a 5-aminoimidazole with 2-(bis-methylsulfanylmethylene)malononitrile [(NC)C=C(SMe) ]. The 9-methylsulfanyl substituent can be replaced by sequential oxidation and substitution by nucleophiles including amines.

AB - 9-Methylsulfanyl pyridine-stretched adenine and hypoxanthine derivatives have been prepared via regioselective reaction of a 5-aminoimidazole with 2-(bis-methylsulfanylmethylene)malononitrile [(NC)C=C(SMe) ]. The 9-methylsulfanyl substituent can be replaced by sequential oxidation and substitution by nucleophiles including amines.

KW - 5-aminoimidazoles

KW - lin-pyridoadenines

KW - soft electrophiles

KW - tricyclic heterocycles

KW - pyridine-stretched purines

UR - https://www.scopus.com/pages/publications/67650072484

U2 - 10.1055/s-0028-1088028

DO - 10.1055/s-0028-1088028

M3 - Article

AN - SCOPUS:67650072484

SN - 0039-7881

VL - 2009

SP - 1271

EP - 1278

JO - Synthesis

JF - Synthesis

IS - 8

ER -

Preparation of 9-substituted pyridine-stretched adenines and hypoxanthines

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

Fingerprint

Cite this