Palladium Catalysed Tandem Cyclisation–Anion Capture Processes. Part 4: Organotin(IV) Transfer Agents

Cross‐Coupling Reactions on Azoles with Two and More Heteroatoms

“…[124] The amide and hydroxyl groups in the starting material did not require protection and had no impact on the efficiency of the coupling reaction (Scheme 58). [125] Spiro-intermediate 175 is formed in the initial step of the sequence from 174. [125] Spiro-intermediate 175 is formed in the initial step of the sequence from 174.…”

“…Scheme 58. An interesting Pd-catalyzed tandem cyclization-anioncapture process was reported by Grigg and co-workers. [125] Spiro-intermediate 175 is formed in the initial step of the sequence from 174. In a second step, (2-tributylstannyl)thiazole reacts with this intermediate to introduce the thiazole ring.…”

Tri-2-furylphosphine

“…Also the complete lack of desilylation, a common problem with vinylsilanes, is noteworthy (eq 15). 74 An example is shown in eq 18. 66 Use of TFP in conjunc-tion with 2,5-dihydropyrroles gave products in good yield without double-bond migration, a common problem with these substrates (eq 16 (16) In the intramolecular arylation of enamidines from tetrahydropyridines, TFP was found to be a superior ligand, but in this case it was unsuccessful at preventing double-bond migration around the ring.…”

Pd-Catalyzed Highly Regio- and Stereoselective Formation of C–C Double Bonds: An Efficient Method for the Synthesis of Benzofuran-, Dihydrobenzofuran-, and Indoline-Containing Alkenes

“…On the other hand, the intramolecular carbometalation of alkenes [35][36][37][38][39][40][41][42][43][44][45][46][47][48] initiated from the oxidative addition of C(sp 2 )-X provides an efficient method to construct benzo-fused saturated nitrogen/oxygen heterocycles such as indolines [35][36][37][38][39][40] and dihydrobenzofurans, [41][42][43][44][45][46][47][48] which are prominent in a variety of natural products and biologically active compounds. [49][50][51][52][53][54][55] In 2002, Grigg and co-workers reported an interesting Pd-catalyzed queuing processes by employing allene as a relay switch and secondary amines as nucleophiles.…”