Abstract:
A 4-alkenyl-2-azetidinone derivative is provided to have a novel structure of introducing 1,3-diene-2-yl or 1,2,4,5-hexatetraene-3-yl into a C-4 position of beta-lactam, thereby being usefully used as a diene reaction material for a Diels-Alder reaction. A 4-alkenyl-2-azetidinone derivative is represented by a formula(1), wherein Q is CH or C=CH; R^1 is H, or C1-6 hydroxyalkyl or protected hydroxyalkyl; and R^2 is H, C1-6 alkyl, or phenyl. A method for preparing the derivative of the formula(1) comprises the steps of: (a) reacting a propargyl halide derivative represented by a formula(2) with indium to prepare an organic indium reagent represented by a formula(3); and (b) reacting the reagent of the formula(3) with 4-acetoxy-2-azetidinone represented by a formula(4) to prepare the derivative of the formula(1), wherein X is halogen; Y is -C- or -C-C=C-; n is 0 or 2; and Q, R^1, and R^2 are same as defined above. A method for preparing a multicyclic compound represented by a formula(6a) or (6b) comprises a step of subjecting the compound of the formula(1) and a dienophile represented by a formula(5a) or (5b) to Diels-Alder reaction, wherein Q, R^1, and R^2 are same as defined above; and each E^1, E^2, E^3, E^4, E^5, and E^6 is H, cyano, C(O)R, C(O)OR, or C(O)NR2(wherein R is H or C1-6 alkyl).
Abstract:
본 발명은 알릴알렌 유도체와 이의 제조방법에 관한 것으로서, 더욱 상세하게는 알릴 할라이드 유도체와 인듐(indium)을 반응시켜 알릴인듐 시약을 제조한 후 프로파질 알코올 유도체와 치환 반응하여 제조된 하기 화학식 1로 표시되는 알릴알렌 유도체와 이의 제조방법에 관한 것이다.
상기 화학식 1에서, R 1 , R 2 , R 3 및 R 4 는 각각 발명의 상세한 설명에서 정의한 바와 같다. 알릴알렌, 프로파질 알코올, 인듐, 알릴할라이드, 알릴인듐
Abstract:
A method for preparing an allyl allene derivative is provided to synthesize an allyl allene derivative at good yield by reacting an allyl indium reagent with a propargyl alcohol derivative without a separate refining process. A method for preparing an allyl allene derivative has a structure of chemical formula 1. In the chemical formula 1, R1 and R2 show C1-C6 alkyl group, or substituted or unsubstituted phenyl group, or R1 and R2 form 5-8-membered cycloalkyl ring; R3 and R4 show hydrogen atom, C1-C6 alkyl group, substituted or unsubstituted phenyl group, or phenyl-C1-C6 alkylene group. The substituted phenyl group is a phenyl group substituted with substituents selected from halide, hydroxyl, C1-C6 alkyl, C1-C6 alkoxy, ketone, ester, nitro, amide, aldehyde and amine.