McNamee Ryan E, Dasgupta Ayan, Christensen Kirsten E, Anderson Edward A
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.
Org Lett. 2024 Jan 12;26(1):360-364. doi: 10.1021/acs.orglett.3c04030. Epub 2023 Dec 29.
Bicyclo[1.1.0]butanes (BCBs) have gained growing popularity in "strain release" chemistry for the synthesis of four-membered-ring systems and - and -disubstituted arene bioisosteres as well as applications in chemoselective bioconjugation. However, functionalization of the bridge position of BCBs can be challenging due to the inherent strain of the ring system and reactivity of the central C-C bond. Here we report the first late-stage bridge cross-coupling of BCBs, mediated by directed metalation/palladium catalysis.
双环[1.1.0]丁烷（BCBs）在用于合成四元环体系以及α，α-二取代芳烃生物电子等排体的“应变释放”化学领域以及化学选择性生物共轭应用中越来越受到关注。然而，由于环体系的固有应变和中心C-C键的反应性，BCBs桥位的官能团化可能具有挑战性。在此，我们报道了首例由定向金属化/钯催化介导的BCBs后期桥交叉偶联反应。
