Title: Synthesis of 1‐amino‐3‐aryl Naphthalenes from Bis(perfluoroalkanesulfonyl)imide with 1,2‐diethynylbenzenes.
Authors: Kawamoto, Takuji; Yamasaki, Tetsushi; Ikazaki, Tsubasa; Matsubara, Hiroshi; Kamimura, Akio
Abstract: Although the synthesis of vinyl triflates has a long history, the synthesis of vinyl bis(perfluoroalkanesulfonyl)imides has not been reported yet. Here, we report a simple synthetic route to vinyl bis(perfluoroalkanesulfonyl)imides that does not require any additives. The stereoselectivity originates from the steric hindrance between the aryl group and the imide. The reaction proceeds chemoselectively, and subsequent cyclization provides the 1‐amino‐3‐aryl naphthalene derivatives.
Subjects: NAPHTHALENE; STERIC hindrance; ARYL group; NAPHTHALENE derivatives; IMIDES; CHEMOSELECTIVITY
Publication: Asian Journal of Organic Chemistry, 2024, Vol 13, Issue 5, p1
ISSN: 2193-5807
Publication type: Academic Journal
DOI: 10.1002/ajoc.202400035

Synthesis of 1‐amino‐3‐aryl Naphthalenes from Bis(perfluoroalkanesulfonyl)imide with 1,2‐diethynylbenzenes.

Kawamoto, Takuji; Yamasaki, Tetsushi; Ikazaki, Tsubasa; Matsubara, Hiroshi; Kamimura, Akio