Sundaravelu Nallappan, Nandy Anuradha, Sekar Govindasamy
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
Org Lett. 2021 Apr 16;23(8):3115-3119. doi: 10.1021/acs.orglett.1c00806. Epub 2021 Apr 7.
An efficient visible light mediated photocatalyst free C-S cross-coupling reaction has been developed for the synthesis of thiochromane derivatives through photoinduced electron transfer (PET). This methodology was further utilized for the synthesis of thiochroman-4-ol through intermolecular three-component cross-coupling reaction. The reaction proceeds via C-S bond formation through EDA complex/thioester cleavage/inter-or intramolecular -Michael addition followed by aldol reaction sequence. The EDA complex formation between aryl iodides and xanthate has been substantiated using spectroscopic experiments and DFT calculations.
已开发出一种高效的可见光介导的无光催化剂C-S交叉偶联反应,用于通过光诱导电子转移(PET)合成硫代色满衍生物。该方法进一步用于通过分子间三组分交叉偶联反应合成硫代色满-4-醇。反应通过EDA络合物/硫酯裂解/分子间或分子内迈克尔加成形成C-S键,随后进行羟醛反应序列。使用光谱实验和DFT计算证实了芳基碘化物与黄原酸盐之间EDA络合物的形成。