Intramolecular Aminocyanation of Alkenes by N CN Bond Cleavage

…, SM Pound, NR Rondla, CJ Douglas

Index: Pan, Zhongda; Pound, Sarah M.; Rondla, Naveen R.; Douglas, Christopher J. Angewandte Chemie - International Edition, 2014 , vol. 53, # 20 p. 5170 - 5174

Full Text: HTML

Citation Number: 14

Abstract

Abstract A metal-free, Lewis acid promoted intramolecular aminocyanation of alkenes was developed. B (C 6 F 5) 3 activates N-sulfonyl cyanamides, thus leading to a formal cleavage of the N [BOND] CN bonds in conjunction with vicinal addition of sulfonamide and nitrile groups across an alkene. This method enables atom-economical access to indolines and tetrahydroquinolines in excellent yields, and provides a complementary strategy for ...

Related Articles:

Hg (OTf) 2–BINAPHANE??Catalyzed Enantioselective Anilino Sulfonamide Allyl Alcohol Cyclization

[Yamamoto, Hirofumi; Ho, Elisabeth; Namba, Kosuke; Imagawa, Hiroshi; Nishizawa, Mugio Chemistry - A European Journal, 2010 , vol. 16, # 37 p. 11271 - 11274]

A metal-free approach to the synthesis of indoline derivatives by a phenyliodine (III) bis (trifluoroacetate)-mediated amidohydroxylation reaction

[Correa, Arkaitz; Tellitu, Imanol; Dominguez, Esther; SanMartin, Raul Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 8316 - 8319]

More Articles...