54061-22-2Relevant academic research and scientific papers
Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones
Lu, Ning,Zhang, Zhiguo,Ma, Nana,Wu, Conghui,Zhang, Guisheng,Liu, Qingfeng,Liu, Tongxin
, p. 4318 - 4322 (2018)
A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline has been developed for the synthesis of various useful (E)-α-iodomethyl vinylsulfones in moderate to excellent yields. This practical reaction is fast, operationally simple, and in particular, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity. The selectivity was illustrated by a conceptual DFT analysis.
Kupfer(II)-chlorid-katalysierte 'Carben-Dimerisierung' von 1-Halogeno-1-lithiocyclopropanen: Ein einfacher Zugang zu Bi(cyclopropylidenen)
Loosli, Thomas,Borer, Markus,Kulakowska, Iga,Minger, Andrea,Neuenschwander, Markus,Engel, Peter
, p. 1144 - 1165 (2007/10/02)
A series of 13 bi(cyclopropylidenes) 11 are prepared in a simple one-pot reaction by halogeno-lithio exchange between 1,1-dibromocyclopropanes 1a-n and BuLi, in most cases at -95 deg C, to give 1-bromo-1-lithiocyclopropanes 2a-n, followed by treatment with CuCl2 at low temperature and a simple workup at room temperature (Scheme 3c and Table 1).The yields of bi(cyclopropylidenes) 11 strongly depend on reaction parameters, as explicitly shown for the conversion 1f->-> 11f (Tables 2-8).Mixed couplings between two different carbenoids are possible (Scheme 4), while diastereoselectivity of the active transition-metal complex seems to be low.The structures of bi(cyclopropylidenes) 11 are confirmed by spectroscopic data as well as by X-ray analysis of an isolated crystalline diastereomer of 11k (Fig. 1).
