124920-18-9Relevant academic research and scientific papers
Copper-catalyzed remote (δ) C(sp3)-H bond amination: A practical strategy to construct pyrrolidine derivatives
Meng, Dongmei,Tang, Yongzhen,Wei, Junfa,Shi, Xianying,Yang, Mingyu
, p. 5744 - 5747 (2017)
We report a copper-catalyzed remote C(sp3)-H bond amination reaction that converts acyclic amines to pyrrolidines. This reaction occurs selectively at the carbon δ to the amine functionality. Primary, secondary and tertiary C-H bonds are all su
Electroorganic chemistry. 120. New patterns of anodic oxidation of amides. Synthesis of α-amino aldehyde acetals and pyrrolidines from amines
Shono, Tatsuya,Matsumura, Yoshihiro,Katoh, Susumu,Takeuchi, Kei,Sasaki, Katsushi,Kamada, Tohru,Shimizu, Rie
, p. 2368 - 2372 (2007/10/02)
Anodic oxidation of N-alkyltosylamides 1 in methanol containing KX (X = Br, I) gave two types of products, α-(tosylamino) aldehyde acetals 2 and pyrrolidine derivatives 3, and each of the products could selectively be formed by modifying the reaction conditions when the alkyl group on the nitrogen of 1 was not branched at its α-position. Namely, anodic oxidation ot N-(α-unbranched alkyl)tosylamides 1a-g in methanol containing NaOMe and KI at -10°C followed by further anodic oxidation at 25°C afforded 2 in good yields, while that of 1 in a two-layer system consisting of cyclohexane and water containing KOH and KBr under heating yielded solely 3. On the other hand, N-(α-branched alkyl)tosylamides 1h-j gave always 3. Two types of reaction routes leading to each of the products were proposed.
