Palladium catalysed synthesis of spiroindolines.

Heterocycle Synthesis Based on Palladium-Catalyzed C-H Bond Functionalization Methods

“…The use of Pd(OAc) 2 /2-(di-tertbythylphosphino)biphenyl as a catalyst gave the best results in terms of selectivity, with a broad range of N-(2-chlorobenzyl) pyrroles, included those bearing electron-withdrawing substituents on the pyrrole ring. [35]. Such a strategy has been recently applied to synthesize spirofused indane-oxindoles (Scheme 21) [36].…”

Development of Useful Reactions Involving Tandem Cyclizations Based on the Novel Reactivities of Allenic Compounds

“…Although palladium-catalyzed mono-cyclization onto an aryl ring forming two, 83,84) three, [85][86][87] or four carbon-carbon bonds 88,89) in one-pot manner are well documented, the tandem reaction involving a bis-cyclization process is extremely rare. [90][91][92][93] Tandem carbon-carbon bond formation including C-H activation of aromatic rings using allenic compounds is unknown.…”

Palladium‐Catalyzed Tandem Heck Reaction/CH Functionalization—Preparation of Spiro‐Indane‐Oxindoles

“…[12] Of particular relevance to this work is the report from Grigg et al on a Heck reaction that forms an alkylpalladium complex and then undergoes a heteroatom-directed arylation reaction to make a fivemembered ring. [13] Herein we report an efficient preparation of spiro-fused indane-oxindoles by carbopalladation to form an alkylpalladium intermediate and subsequent functionalization of an unactivated aryl CÀH bond. (Scheme 1).…”