《Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes》 was published in Chemical Science in 2020. These research results belong to Zhou, Zhijun; Chen, Jiachang; Chen, Herong; Kong, Wangqing. Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole The article mentions the following:
The nickel-catalyzed reductive coupling of two unsym. internal alkynes overcomed the above-mentioned limitations by using a hemilabile directing group strategy to control the regioselectivity was reported. A series of synthetically challenging penta-substituted 1,3-dienes were obtained in good yields with high regio- and enantioselectivity (mostly > 20/1 rr, >90% ee). In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole)
Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary