Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 8, Pages 3321-3328Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00332
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Funding
- NSFC [21232004, 21472071]
- PAPD of Jiangsu Higher Education Institutions
- Outstanding Youth Fund of JSNU [YQ2015003]
- NSF of Jiangsu Province [BK20151163]
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New I-2-catalyzed multicomponent bicyclization reactions of beta-ketonitriles with sulfonyl hydrazides have been established, providing a direct and metal-free access toward unreported pyrazolo[1,5-a]pyrimidin-4-ium sulfonates. The latter could be quantitatively converted into densely functionalized pyrazolo[1,5-a]pyrimidines in the presence of bases. Using sulfonyl hydrazides as a sulfenylating agent, the resulting pyrazolo[1,5-a]pyrimidines enabled I-2-catalyzed unprecedented disulphenylations to access fully substituted pyrazolo[1,5-a]pyrimidines through direct C(sp(2))-H bond bifunctionalization.
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