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Regioselective C(sp2)−C(sp3) Oxidative Bond Cleavage of 1-(1-Hydroxyalkyl) naphthalen-2-ols: First Synthesis of 1-Azido-halo-naphthalene-2(1H)-ones
Israel Journal of Chemistry ( IF 3.2 ) Pub Date : 2020-12-22 , DOI: 10.1002/ijch.202000082
Manoj Kumar Ghosh 1 , Barnali Roy 1 , Debayan Sarkar 1
Affiliation  

A new one-pot oxidative cleavage of C(sp2)−C(sp3) bond has been explored using two complementary protocols employing Phenylselenyl bromide (PhSeBr) as well as Phenyltrimethylammonium Tribromide (PTAB), with much greater efficiency and scope. The oxidative cleavage proceeds via a dearomatization step to afford potentially useful bromonaphthols along with corresponding aldehydes. In this course, we also described the first synthesis of synthetically important azido-halo naphthaleneones.

中文翻译:

1-(1-羟基烷基) naphthalen-2-ols 的区域选择性 C(sp2)-C(sp3) 氧化键裂解:1-叠氮基-卤代-萘-2(1H)-ones 的首次合成

使用苯基硒基溴 (PhSeBr) 和苯基三甲基三溴化铵 (PTAB) 的两种互补方案探索了 C(sp 2 )-C(sp 3 ) 键的新一锅氧化裂解,具有更高的效率和范围。氧化裂解通过脱芳构化步骤进行,以提供潜在有用的溴萘酚和相应的醛。在本课程中,我们还描述了合成重要的叠氮基卤代萘的首次合成。
更新日期:2020-12-22
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