Dual Photoredox/CpTi(IV)-Catalyzed Reductive Cyclization of Tertiary Bromide with Nitrile for Constructing
Yanxia Zhen1, Zhijiang Ma1, Guanghui Fan1
1Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi 712100, China.
Abstract:
In this study, dual photoredox/CpTi(IV) catalysis has been developed for the reductive cyclization of 3a-bromo-hexahydropyrroloindoline or 3-bromo-tetrahydrofuroindole with the appendage nitrile, providing rapid access to a series of 4a,9a-heterocycle-fused tetrahydrocarbazoles in satisfactory yields. Utilizing this methodology, formal synthesis of minfiensine, strictamine, and aspidophylline A was achieved based on a sequential catalytic asymmetric bromocyclization/reductive cyclization with improved synthetic efficiency for demonstrating its broad synthetic potential.
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