Imino‐λ3‐iodane and Catalytic Amount of I2‐Mediated Synthesis of N‐Allylsulfenamides via [2,3]‐Sigmatropic Rearrangement

Chi tiết về thư mục
Parent link:European Journal of Organic Chemistry
Vol. 2020, iss. 41.— 2020.— [P. 6433-6439]
Nhiều tác giả của công ty: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий (ИШХБМТ), Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий Научно-исследовательский центр "Онкотераностика", Национальный исследовательский Томский политехнический университет Инженерная школа новых производственных технологий Научно-образовательный центр Н. М. Кижнера
Tác giả khác: Makitalo C. L. Cody, Yoshimura A. Akira, Mironova I. A. Irina Andreevna, Yusubova R. Ya. Roza Yavidovna, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Zhdankin V. V. Viktor Vladimirovich, Saito A. Akio
Tóm tắt:Title screen
A facile metal‐free [2,3]‐sigmatropic rearrangement reaction of allyl sulfides via N‐sulfilimine intermediates has been developed. Treatment of allyl sulfides with imino‐λ3‐iodanes in the presence of a catalytic amount of elemental iodine allowed the reaction to proceed under mild conditions and gave the corresponding N‐allylsulfenamide compounds in moderate to good yields. Several N‐allylsulfenamide structures have been confirmed by single‐crystal X‐ray crystallography. The reaction initially involves the sulfonylimino group transfer reaction between imino‐λ3‐iodane and the sulfur atom, resulting in the formation of N‐sulfilimine species, followed by [2,3]‐sigmatropic rearrangement to form the N‐allylsulfenamide.
Режим доступа: по договору с организацией-держателем ресурса
Ngôn ngữ:Tiếng Anh
Được phát hành: 2020
Những chủ đề:
Truy cập trực tuyến:https://doi.org/10.1002/ejoc.202000961
Định dạng: Điện tử Chương của sách
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=662982
Miêu tả
Tóm tắt:Title screen
A facile metal‐free [2,3]‐sigmatropic rearrangement reaction of allyl sulfides via N‐sulfilimine intermediates has been developed. Treatment of allyl sulfides with imino‐λ3‐iodanes in the presence of a catalytic amount of elemental iodine allowed the reaction to proceed under mild conditions and gave the corresponding N‐allylsulfenamide compounds in moderate to good yields. Several N‐allylsulfenamide structures have been confirmed by single‐crystal X‐ray crystallography. The reaction initially involves the sulfonylimino group transfer reaction between imino‐λ3‐iodane and the sulfur atom, resulting in the formation of N‐sulfilimine species, followed by [2,3]‐sigmatropic rearrangement to form the N‐allylsulfenamide.
Режим доступа: по договору с организацией-держателем ресурса
DOI:10.1002/ejoc.202000961