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Highly Efficient Route to Diselenides from the Reactions of Imines and Selenium in the Presence of Carbon Monoxide and Water

✍ Scribed by Xiaodan Zhao; Zhengkun Yu; Fanlong Zeng; Jinzhu Chen; Xiaowei Wu; Sizhong Wu; Wen-Jing Xiao; Zhaoyan Zheng

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 199 KB
Volume: 347
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200404380

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✦ Synopsis

Abstract

Reactions of selenium with imines (RR^1^CNR^2^) of aldehydes and ketones in the presence of carbon monoxide, water and triethylamine lead to reductive selenation, on aerobic work‐up, to afford symmetrical diselenides (RR^1^CHSe)~2~ in good to excellent yields. The proposed mechanism suggests that both in situ generated carbonyl selenide (SeCO) and hydrogen selenide (H~2~Se) are involved in the reaction.

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## Abstract __N__‐Arylamides were exclusively obtained in moderate to good yields from selenium‐catalyzed reactions of nitroaromatics with amides in the presence of CO and mixed organic bases Et~3~N and DBU.