Abstract
Language | English |
---|---|
Number of pages | 1 |
Journal | Organic Letters |
Volume | 19 |
Issue number | 14 |
DOIs | |
Publication status | Published - 2 Aug 2017 |
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Keywords
- boron substrates
- Sonogashira coupling
- Suzuki−Miyaura cross coupling
- ribonucleosides
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Correction to "Modular, step-efficient palladium-catalyzed cross-coupling strategy to access C6-heteroaryl 2-aminopurine ribonucleosides". / Buchanan, Helena S.; Pauff, Steven M.; Kosmidis, Tilemachos D.; Taladriz-Sender, Andrea; Rutherford, Olivia I.; Hatit, Marine Z. C.; Fenner, Sabine; Watson, Allan J. B.; Burley, Glenn A.
In: Organic Letters, Vol. 19, No. 14, 02.08.2017.Research output: Contribution to journal › Article
TY - JOUR
T1 - Correction to "Modular, step-efficient palladium-catalyzed cross-coupling strategy to access C6-heteroaryl 2-aminopurine ribonucleosides"
AU - Buchanan, Helena S.
AU - Pauff, Steven M.
AU - Kosmidis, Tilemachos D.
AU - Taladriz-Sender, Andrea
AU - Rutherford, Olivia I.
AU - Hatit, Marine Z. C.
AU - Fenner, Sabine
AU - Watson, Allan J. B.
AU - Burley, Glenn A.
PY - 2017/8/2
Y1 - 2017/8/2
N2 - Two Pd-catalyzed methods to access 6-heteroaryl 2-aminopurine ribonucleosides from 6-chloroguanosine are described. First, Pd-132-catalyzed Suzuki-Miyaura cross-coupling using a series of boron substrates and 6-chloroguanosine forms 6-heteroaryl-2-aminopurines in a single step. The versatility of 6-chloroguanosine is further demonstrated using a modified Sonogashira coupling employing potassium iodide as an additive. Finally, the utility of the 6-alkynyl-2-aminopurine ribonucleoside as a dipolarophile in [3 + 2] cycloadditions is presented, affording triazoles and isoxazoles when reacted with azide and isonitrile 1,3-dipoles, respectively.
AB - Two Pd-catalyzed methods to access 6-heteroaryl 2-aminopurine ribonucleosides from 6-chloroguanosine are described. First, Pd-132-catalyzed Suzuki-Miyaura cross-coupling using a series of boron substrates and 6-chloroguanosine forms 6-heteroaryl-2-aminopurines in a single step. The versatility of 6-chloroguanosine is further demonstrated using a modified Sonogashira coupling employing potassium iodide as an additive. Finally, the utility of the 6-alkynyl-2-aminopurine ribonucleoside as a dipolarophile in [3 + 2] cycloadditions is presented, affording triazoles and isoxazoles when reacted with azide and isonitrile 1,3-dipoles, respectively.
KW - boron substrates
KW - Sonogashira coupling
KW - Suzuki−Miyaura cross coupling
KW - ribonucleosides
UR - http://strathprints.strath.ac.uk/61338/
U2 - 10.1021/acs.orglett.7b02273
DO - 10.1021/acs.orglett.7b02273
M3 - Article
VL - 19
JO - Organic Letters
T2 - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 14
ER -