The Journal of Organic Chemistry

Competition of Mechanisms in Nucleophilic Substitution of Vinyl Halides. An Unequivocal Example of the Vinylic SRN1 Route1

C Galli, P Gentili, Z Rappoport

文献索引：Galli, Carlo; Gentili, Patrizia; Rappoport, Zvi Journal of Organic Chemistry, 1994 , vol. 59, # 22 p. 6786 - 6795

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被引用次数: 42

摘要

In a search for an unambiguous example of the vinylic Sml route, several vinyl bromides and iodides were reacted mostly with-CH2COCMe3, and sometimes with-CH&OPh,-CH (Me) COEt, and (Et0) zPO-ions, under Fe2+-or photostimulation in MezSO. Vinyl halides having vinylic hydrogens, such as P-bromostyrene, gave acetylenic products, eg, phenylacetylene or a tertiary PhCZC-substituted alcohol, whereas vinyl halides with allylic hydrogens, such ...