Expansion of $x\mapsto\left(\frac \pi 2 + \arcsin x\right)^2$ in powers of $x+1$ Recently in these pages we have had occasion to see the trigonometric identity
$$
2\arcsin\sqrt x = \frac \pi 2 + \arcsin(2x-1).
$$
From this we can immediately deduce that
$$
\sqrt x = \sin\left( \frac \pi 4 + \frac 1 2 \arcsin(2x-1) \right)
$$
This suggests that the arcsine function near the left endpoint of its graph is shaped  very similarly to the square root function. Part of this is obvious: it has a vertical tangent and is concave downward.
Sorry ‒ there was a typo in the question. What I intended is what the FIRST paragraph of the question was about; the second paragraph failed to be consistent with that since I left out the π/2 term. I've fixed it now.
But it makes me wonder about $x\mapsto \left(\frac \pi 2 + \arcsin x\right)^2$ near $x=-1.$ Is there anything interesting to say about an expansion of that function in powers of $(x+1)\text{ ?}$
 A: Apply an integral representation and a binomial expansion:
$$\begin{align}\arcsin(x)&=-\frac\pi2+\int_{-1}^x\frac1{\sqrt{1-t^2}}~\mathrm dt\\&=-\frac\pi2+\int_{-1}^x\frac1{\sqrt{(1-t)(1+t)}}~\mathrm dt\\&=-\frac\pi2+\int_{-1}^x\frac1{\sqrt{(1+t)}}\sum_{n=0}^\infty\binom{-1/2}n2^{-\frac12-n}(-1)^n(1+t)^n~\mathrm dt\\&=-\frac\pi2+\sum_{n=0}^\infty\binom{-1/2}n2^{-\frac12-n}(-1)^n\int_{-1}^x(1+t)^{n-\frac12}~\mathrm dt\\&=-\frac\pi2+\sum_{n=0}^\infty\binom{-1/2}n2^{\frac12-n}(-1)^n\frac{(1+x)^{n+\frac12}}{2n+1}\\&=-\frac\pi2+\sqrt{2(x+1)}+\frac{(x+1)^{3/2}}{6\sqrt2}+\mathcal O((x+1)^{5/2})\end{align}$$
One can multiply a few of these terms out to get
$$\small(\arcsin(x))^2=\frac{\pi^2}4-\pi\sqrt{2(x+1)}+2(x+1)-\frac\pi{6\sqrt2}(x+1)^{3/2}+\frac13(x+1)^2+\mathcal O((x+1)^{5/2})$$
Of course, for the newly edited question, simply use the above expansion to see that
$$\left(\frac\pi2+\arcsin(x)\right)^2=2(x+1)+\frac13(x+1)^2+\mathcal O((x+1)^3)$$
And of course, the entire Cauchy product:
$$\left(\frac\pi2+\arcsin(x)\right)^2=2\sum_{n=0}^\infty\sum_{k=0}^n\binom{-1/2}k^2\frac{(-2)^{-n}(1+x)^{n+1}}{(2k+1)(2n-2k+1)}$$
A: 
Let $f(x)=\arcsin(x)$ for $x\in[-1,1]$. 
Since $f'(x)=O\left( (x+1)^{-1/2}\right)$ for $x\sim -1$, we let $t=(x+1)^{1/2}$ and $g(t)=\arcsin(t^2-1)$.  
We will now develop the first few terms of the Taylor series for $g(t)$ around $t=0$.  


We have for the first derivative $g^{(1)}(t)$
$$\begin{align}
g^{(1)}(t)&=\frac{2t}{\sqrt{1-(1-t^2)^2}}\\\\
&=\frac{2}{\sqrt{2-t^2}}\tag 1
\end{align}$$   

Differentiating the right-hand side of $(1)$, we obtain the second derivative, $g^{(2)}(t)$
$$\begin{align}
g^{(2)}(t)&=\frac{2t}{(2-t^2)^{3/2}}\tag 2
\end{align}$$   

Continuing, we have for $g^{(3)}(t)$
$$\begin{align}
g^{(3)}(t)&=\frac{4(t^2+1)}{(2-t^2)^{5/2}}\tag 3
\end{align}$$   

And finally, we have for $g^{(4)}(t)$
$$\begin{align}
g^{(4)}(t)&=\frac{12t(t^2+3)}{(2-t^2)^{7/2}}\tag 4
\end{align}$$   

We evaluate $(1)-(4)$ at $t=0$ and form the expansion
$$g(t)=-\frac\pi2+\sqrt 2 t+\frac{\sqrt 2}{12}t^3+O(t^5)$$
which reveals that the arcsine function has the expansion 
$$\arcsin(x)=-\frac{\pi}{2}+\sqrt{2}(x+1)^{1/2}+\frac{\sqrt{2}}{12}(x+1)^{3/2}+O\left((x+1)^{5/2}\right) \tag5$$ 
And finally, squaring $(5)$ yields the coveted expansion 
$$\begin{align}\arcsin^2(x)=\frac{\pi}{4}-\sqrt 2\pi(x+1)^{1/2}+2(x+1)+\frac{\sqrt 2\pi}{12}(x+1)^{3/2}+\frac13(x+1)^2+O\left((x+1)^{5/2}\right)
\end{align}$$ 
which agrees with the result reported by @SimplyBeautifulArt.
