Selective Synthesis of Boron-Functionalized Indenes and Benzofulvenes by BCl3-Promoted Cyclizations of ortho-Alkynylstyrenes
Marcos Humanes, Ester Sans-Panadés, Cintia Virumbrales, Ana Milián, Roberto Sanz, Patricia García-García*, Manuel A. Fernández-Rodríguez*
Org. Lett. 2024, ASAP
DOI: acs.orglett.4c02092
A selective, metal-free synthesis of boron-functionalized indenes and benzofulvenes via BCl3-mediated cyclization of o-alkynylstyrenes is described. The method allows precise control over product formation by adjusting reaction conditions. These borylated products were utilized in diverse C–B bond derivatizations and in the total synthesis of Sulindac, a nonsteroidal anti-inflammatory drug, demonstrating the versatility and practicality of the developed methodology for synthetic applications.