School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081, China.
Molecules. 2021 Aug 25;26(17):5146. doi: 10.3390/molecules26175146.
In this paper, the organocatalytic asymmetric 1,4-Michael addition reaction of azadienes and α-thiocyanoindanones was investigated. A series of chiral benzofuran compounds containing thiocyano group and quaternary carbon center were synthesized in moderate yields with good enantioselectivities (up to 90:10 ) and high diastereoselectivities (up to >95:5 ). This is the first case of 1,4-Michael addition reaction using α-thiocyanoindanones to obtain a series of chiral thiocyano compounds and further broaden the scope of application of azadiene substrates. In addition, a possible reaction mechanism is also described in the article.
本文研究了氮杂二烯与α-硫氰基茚满酮的有机催化不对称 1,4-迈克尔加成反应。以中等收率和良好的对映选择性（高达 90:10）和高非对映选择性（高达>95:5）合成了一系列含有硫氰基和季碳中心的手性苯并呋喃化合物。这是首次使用α-硫氰基茚满酮进行 1,4-迈克尔加成反应，得到一系列手性硫氰基化合物，并进一步拓宽了氮杂二烯底物的应用范围。此外，本文还描述了可能的反应机制。
