催化芳基砜基自由基引发的 1,7-烯炔双环化反应。
Catalytic Arylsulfonyl Radical Triggered 1,7-Enyne Bicyclizations.
机构信息
Biotechnology and Pharmaceutical Engineering, Nanjing Tech University , Nanjing 210009, Jiangsu P. R. China.
School of Chemistry and Chemical Engineering, and Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University , Xuzhou, 221116, Jiangsu P. R. China.
出版信息
Org Lett. 2015 Dec 18;17(24):6078-81. doi: 10.1021/acs.orglett.5b03100. Epub 2015 Nov 30.
A new metal-free bicyclization reaction of 1,7-enynes anchored by α,β-conjugates with arylsulfonyl radicals generated in situ from sulfonyl hydrazides has been established using tert-butyl hydroperoxide and tetrabutylammonium iodide. The reactions occurred through sulfonylation/6-exo-dig/6-exo-trig bicyclization/in situ desulfonylation/5-exo-trig cyclization/alkyl or alkenyl migration cascade mechanism to give benzo[j]phenanthridines regioselectively.
一种新的金属自由双环化反应，由α,β-共轭的 1,7-烯炔与磺酰基肼原位生成的芳基磺酰基自由基引发，使用叔丁基过氧化氢和四丁基碘化铵。反应通过磺酰化/6-endo-dig/6-endo-trig 双环化/原位脱硫/5-endo-trig 环化/烷基或烯基迁移级联机制进行，从而区域选择性地得到苯并[j]菲啶。
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