74785-03-8Relevant academic research and scientific papers
An Oxyboration Route to a Single Regioisomer of Borylated Dihydrofurans and Isochromenes
Tu, Kim N.,Gao, Chao,Blum, Suzanne A.
supporting information, p. 11204 - 11217 (2018/08/03)
An oxyboration reaction that employs B-O σ bonds as addition partners to C-C π bonds to form borylated dihydrofurans and isochromenes has been developed. By nature of the mechanism, the reaction produces exclusively one borylated regioisomer, in contrast to and/or complementary to alternative routes that produce these borylated heterocycles via C-H activation. Access to the borylative heterocyclization route is demonstrated from alcohols directly or from a hydroboration-oxyboration sequence starting from the corresponding ketone, forming the heterocyclic core and installing the boron in one synthetic step. Catechol boronates were directly used as coupling partners in the in situ Suzuki cross-coupling reactions without transesterification to pinacol boronates.
An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation
Ruiz, Javier,Ardeo, Ainhoa,Ignacio, Roberto,Sotomayor, Nuria,Lete, Esther
, p. 3311 - 3324 (2007/10/03)
Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure h
Parham-type cycliacylation with Weinreb amides. Application to the synthesis of fused indolizinone systems
Ruiz, Javier,Sotomayor, Nuria,Lete, Esther
, p. 1115 - 1117 (2007/10/03)
(Matrix presented) Weinreb amides behave as efficient internal electrophiles in Parham-type cycliacylation reactions. Thus, aryl- and heteroaryllithiums generated by lithium-halogen exchange undergo intramolecular cyclization to give fused indolizinone systems as pyrrolo[1,2-b]isoquinolines, thieno[2,3-f]indolizinones, and pyrrolo[1,2-b]acridinones in high yields.
