期刊
ORGANIC LETTERS
卷 19, 期 14, 页码 3759-3762出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01602
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资金
- EPSRC-GSK industrial CASE studentship
- Leverhulme Trust [RPG-2014-313]
- Biotechnology and Biological Sciences Research Council [BB/J02080X/1, BB/N021630/1] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [1741194] Funding Source: researchfish
- BBSRC [BB/J02080X/1, BB/N021630/1] Funding Source: UKRI
Two Pd-catalyzed methods to access 6-haero- aryl 2-aminopurine ribonucleosides from 6-chloroguanosine are described. First,Pd-132-catalyzed Suzuki-Miyaura cross-Coupling, using a series of boron substrates and 6-Chlorogua-nosine forms 6-heteroaryl-2-arninopurines 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 ot 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.
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