Synthesis of Thiochromans via [3+3] Annulation of Aminocyclopropanes with Thiophenols

• DOI: 10.1021/acs.orglett.0c03528
• Publication Date: 2020-11-10T22:28:22Z
• Authors: Ming-Ming Wang; Seongmin Jeon; Jérôme Waser
• Keywords: 01 natural sciences; 0104 chemical sciences

We report the one-pot synthesis of 4-amino thiochromans using simple aminocyclopropanes and thiophenols through a formal [3+3] annulation reaction. This reaction proceeds under mild conditions with good functional group tolerance. The thiochroman core was formed with complete regioselectivity, and modification of complex drug molecules containing an aminocyclopropane was also realized.