1414295-75-2Relevant academic research and scientific papers
Gold(I)-catalyzed cyclodehydration enabled by the triisopropylsilyl group: A synthetically versatile methodology
Usanov, Dmitry L.,Naodovic, Marina,Brasholz, Malte,Yamamoto, Hisashi
, p. 1773 - 1789,17 (2012/12/12)
Introduction of a triisopropylsilyl group into allyl and allenyl carbinols greatly enhances the efficiency of gold(I)-catalyzed cyclodehydration, which can provide rapid access to a library of various compounds including 1H-indenes (Table 2 and Scheme 5), benzofulvenes (Table 3), indan-2-ones (Scheme 2), fulvenes (Table 4), cyclopentadienes (Table 4), 5H-dibenzo[a,c][7]annulenes (Scheme 6) and dibenzosuberones (Scheme 6). The developed method enables unprecedented product generality for several classes of cyclodehydration reactions, which is particularly notable for the preparation of 1H-indenes. The first synthesis of non-benzo-fused fulvenes via cyclodehydration of allenyl vinyl carbinols could be accomplished. The protocol is remarkable for mild conditions, operational convenience, and easy access to starting materials. Copyright
