A cascade synthesis of 2-aminothiochromones from 2-fluorophenyl ketone and thiocarbonyldiimidazole

• Kai Zhang,
• Haofan Shao,
• Kangjun Liao,
• Ying Xu,
• Shimei Du,
• Yanfang Zhao,
• Gang Li,
• Wenzhen Xu,
• Haihong Huang and
• Peng Li

Beilstein J. Org. Chem. 2026, 22, 1151–1159, doi:10.3762/bjoc.22.92

• provides concise access to various 2-aminothiochromones in good to excellent yields (up to 94%). Keywords: cascade synthesis; TCDI; thiochromone; Introduction Sulfur-containing motifs are particularly important owing to their widespread applications and diverse biological activities [1]. As isosteric

• ]. More interestingly, thiochromone analogues showed more potent activity than their oxygen-containing counterparts [9]. For example, some thiochromones demonstrate enhanced steroid sulfatase inhibitory activity compared to their chromone analogues, highlighting their potential as more potent bioactive

• considerable interest [14]. This has spurred the development of synthetic approaches and driven sustained investigations into their synthesis over recent decades. Despite the structural similarity of the sulfur-containing thiochromone scaffold to the extensively developed chromones, synthetic methods for

Domino reactions of chromones with activated carbonyl compounds

• Peter Langer

Beilstein J. Org. Chem. 2024, 20, 1256–1269, doi:10.3762/bjoc.20.108

• -(trifluoroacetyl)chromone (14a) with 1,3-bis(silyloxy)-1,3-butadienes proved not to be successful in our hands. However, reaction of 3-(trifluoroacetyl)thiochromone (31) with 1,3-bis(silyloxy)-1,3-butadienes 6a,b, in the presence of Me3SiOTf, afforded products 32a,b with excellent diastereoselectivity (Scheme 16

An efficient and concise access to 2-amino-4H-benzothiopyran-4-one derivatives

• Peng Li,
• Yongqi Wu,
• Tingting Zhang,
• Chen Ma,
• Ziyun Lin,
• Gang Li and
• Haihong Huang

Beilstein J. Org. Chem. 2019, 15, 703–709, doi:10.3762/bjoc.15.65

• in the presence of bases such as NaH, K2CO3, etc. However, for this reaction an adjacent electron-withdrawing group such as a carbonyl or triazole group is required at the 3-position of the thiochromone ring (method D and E, Scheme 1) [3][4]. Very recently, our group obtained a series of 2